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Stereoselective Synthesis of trans‐threo‐trans‐Oligopyrrolidines: Potential Agents for RNA Cleavage

Identifieur interne : 002248 ( Istex/Corpus ); précédent : 002247; suivant : 002249

Stereoselective Synthesis of trans‐threo‐trans‐Oligopyrrolidines: Potential Agents for RNA Cleavage

Auteurs : Hans-Dieter Arndt ; Rüdiger Welz ; Sabine Müller ; Burkhart Ziemer ; Ulrich Koert

Source :

RBID : ISTEX:6D4386B68FCD3EA7A029DDCFF647D72FD02A73FF

Abstract

The 2,5‐trans‐substituted oligopyrrolidines constitute a promising class of novel RNA‐binding agents as well as potential building blocks for artificial anion channels. A convergent synthesis of terpyrrolidine 1 and pyrrolidino‐THF‐pyrrolidine 2 is reported, relying upon convergent coupling of 2,5‐trans‐pyrrolidinecarboxaldehydes through bridging alkyne units under Felkin–Anh control and subsequent closure of the central ring. After complete deprotection, the free polyamine products were isolated in excellent yield and purity. Crystal structure analyses of a terpyrrolidine and a pyrrolidino‐THF‐pyrrolidine documented their helical privileged conformations. The compounds were then screened for RNA cleavage activity. Unlike the only weakly active simple polyamines, p‐nitrosulfonamide 33 was found to induce cleavage at mM concentrations under physiologically relevant conditions.
A promising class of novel RNA‐binding agents has been developed by using bis‐ and terpyrrolidines with 2,5′‐threo‐trans configurations. The compounds such as depicted were synthesized stereoselectively and tested for RNA cleavage.

Url:
DOI: 10.1002/chem.200400181

Links to Exploration step

ISTEX:6D4386B68FCD3EA7A029DDCFF647D72FD02A73FF

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<title>Stereoselective Synthesis of trans‐threo‐trans‐Oligopyrrolidines: Potential Agents for RNA Cleavage</title>
</titleInfo>
<titleInfo type="alternative" contentType="CDATA" lang="en">
<title>Stereoselective Synthesis of trans‐threo‐trans‐Oligopyrrolidines: Potential Agents for RNA Cleavage</title>
</titleInfo>
<name type="personal">
<namePart type="given">Hans‐Dieter</namePart>
<namePart type="family">Arndt</namePart>
<namePart type="termsOfAddress">Dr.</namePart>
<affiliation>Institut für Chemie der Humboldt‐Universität zu Berlin, Brook‐Taylor‐Strasse 2, 12489 Berlin, Germany</affiliation>
<affiliation>New Address: Max‐Planck Institut fur Molekulare Physiologie, Abteilung IV—Chemische Biologie, Otto‐Hahn‐Strasse 11, 44227 Dortmund, Germany</affiliation>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Rüdiger</namePart>
<namePart type="family">Welz</namePart>
<namePart type="termsOfAddress">Dr.</namePart>
<affiliation>Institut für Chemie der Humboldt‐Universität zu Berlin, Brook‐Taylor‐Strasse 2, 12489 Berlin, Germany</affiliation>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Sabine</namePart>
<namePart type="family">Müller</namePart>
<namePart type="termsOfAddress">Prof. Dr.</namePart>
<affiliation>Institut für Chemie der Humboldt‐Universität zu Berlin, Brook‐Taylor‐Strasse 2, 12489 Berlin, Germany</affiliation>
<affiliation>New Address: Fakultät für Chemie, NC 3/171, Universitätsstrasse 150, 44780 Bochum, Germany</affiliation>
<affiliation>E-mail: sabine.mueller@orch.ruhr‐uni‐bochum.de</affiliation>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Burkhart</namePart>
<namePart type="family">Ziemer</namePart>
<namePart type="termsOfAddress">Dr.</namePart>
<affiliation>Institut für Chemie der Humboldt‐Universität zu Berlin, Brook‐Taylor‐Strasse 2, 12489 Berlin, Germany</affiliation>
<affiliation>E-mail: burkhard.ziemer@chemie.hu‐berlin.de</affiliation>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Ulrich</namePart>
<namePart type="family">Koert</namePart>
<namePart type="termsOfAddress">Prof. Dr.</namePart>
<affiliation>Fachbereich Chemie der Philipps‐Universität Marburg, Hans‐Meerwein‐Strasse 35032 Marburg/Lahn, Germany, Fax: (+49) 6421‐28‐25677</affiliation>
<affiliation>E-mail: koert@chemie.uni‐marburg.de</affiliation>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
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<originInfo>
<publisher>WILEY‐VCH Verlag</publisher>
<place>
<placeTerm type="text">Weinheim</placeTerm>
</place>
<dateIssued encoding="w3cdtf">2004-08-20</dateIssued>
<copyrightDate encoding="w3cdtf">2004</copyrightDate>
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<language>
<languageTerm type="code" authority="rfc3066">en</languageTerm>
<languageTerm type="code" authority="iso639-2b">eng</languageTerm>
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<physicalDescription>
<extent unit="figures">13</extent>
<extent unit="tables">1</extent>
<extent unit="references">69</extent>
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<abstract lang="en">The 2,5‐trans‐substituted oligopyrrolidines constitute a promising class of novel RNA‐binding agents as well as potential building blocks for artificial anion channels. A convergent synthesis of terpyrrolidine 1 and pyrrolidino‐THF‐pyrrolidine 2 is reported, relying upon convergent coupling of 2,5‐trans‐pyrrolidinecarboxaldehydes through bridging alkyne units under Felkin–Anh control and subsequent closure of the central ring. After complete deprotection, the free polyamine products were isolated in excellent yield and purity. Crystal structure analyses of a terpyrrolidine and a pyrrolidino‐THF‐pyrrolidine documented their helical privileged conformations. The compounds were then screened for RNA cleavage activity. Unlike the only weakly active simple polyamines, p‐nitrosulfonamide 33 was found to induce cleavage at mM concentrations under physiologically relevant conditions.</abstract>
<abstract type="graphical" lang="en">A promising class of novel RNA‐binding agents has been developed by using bis‐ and terpyrrolidines with 2,5′‐threo‐trans configurations. The compounds such as depicted were synthesized stereoselectively and tested for RNA cleavage.</abstract>
<subject lang="en">
<genre>keywords</genre>
<topic>helical structures</topic>
<topic>polyamines</topic>
<topic>pyrrolidines</topic>
<topic>RNA binding</topic>
<topic>synthesis design</topic>
</subject>
<relatedItem type="host">
<titleInfo>
<title>Chemistry – A European Journal</title>
</titleInfo>
<titleInfo type="abbreviated">
<title>Chemistry – A European Journal</title>
</titleInfo>
<genre type="journal" authority="ISTEX" authorityURI="https://publication-type.data.istex.fr" valueURI="https://publication-type.data.istex.fr/ark:/67375/JMC-0GLKJH51-B">journal</genre>
<note type="content"> Supporting information for this article is available on the WWW under http://www.wiley‐vch.de/contents/jc_2111/2004/f400181_s.pdf or from the author.</note>
<subject>
<genre>article-category</genre>
<topic>Full Paper</topic>
</subject>
<identifier type="ISSN">0947-6539</identifier>
<identifier type="eISSN">1521-3765</identifier>
<identifier type="DOI">10.1002/(ISSN)1521-3765</identifier>
<identifier type="PublisherID">CHEM</identifier>
<part>
<date>2004</date>
<detail type="volume">
<caption>vol.</caption>
<number>10</number>
</detail>
<detail type="issue">
<caption>no.</caption>
<number>16</number>
</detail>
<extent unit="pages">
<start>3945</start>
<end>3962</end>
<total>18</total>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit1">
<titleInfo>
<title>Biochem. Biophys. Res. Commun.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">K. Igarashi, K. Kashiwagi, Biochem. Biophys. Res. Commun. 2000, 271, 559–564.</note>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Igarashi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Kashiwagi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>271</number>
</detail>
<extent unit="pages">
<start>559</start>
<end>564</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit2">
<titleInfo>
<title>Cell. Mol. Life Sci.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">T. Thomas, T. J. Thomas, Cell. Mol. Life Sci. 2001, 58, 244–258.</note>
<name type="personal">
<namePart type="given">T.</namePart>
<namePart type="family">Thomas</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">T. J.</namePart>
<namePart type="family">Thomas</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2001</date>
<detail type="volume">
<caption>vol.</caption>
<number>58</number>
</detail>
<extent unit="pages">
<start>244</start>
<end>258</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit3">
<titleInfo>
<title>Biochem. J.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">H. M. Wallace, A. V. Fraser, A. Hughes, Biochem. J. 2003, 376, 1–14.</note>
<name type="personal">
<namePart type="given">H. M.</namePart>
<namePart type="family">Wallace</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A. V.</namePart>
<namePart type="family">Fraser</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Hughes</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2003</date>
<detail type="volume">
<caption>vol.</caption>
<number>376</number>
</detail>
<extent unit="pages">
<start>1</start>
<end>14</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit4">
<titleInfo>
<title>Biochem. J.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">F. Schuber, Biochem. J. 1989, 260, 1–10.</note>
<name type="personal">
<namePart type="given">F.</namePart>
<namePart type="family">Schuber</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1989</date>
<detail type="volume">
<caption>vol.</caption>
<number>260</number>
</detail>
<extent unit="pages">
<start>1</start>
<end>10</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit5">
<titleInfo>
<title>Chem. unserer Zeit</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">H. Geneste, M. Hesse, Chem. unserer Zeit 1998, 32, 206–218.</note>
<name type="personal">
<namePart type="given">H.</namePart>
<namePart type="family">Geneste</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Hesse</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1998</date>
<detail type="volume">
<caption>vol.</caption>
<number>32</number>
</detail>
<extent unit="pages">
<start>206</start>
<end>218</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit6">
<titleInfo>
<title>J. Am. Chem. Soc.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">D. Esposito, P. del Vecchio, G. Barone, J. Am. Chem. Soc. 1997, 119, 2606–2613.</note>
<name type="personal">
<namePart type="given">D.</namePart>
<namePart type="family">Esposito</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">P.</namePart>
<namePart type="family">del Vecchio</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">G.</namePart>
<namePart type="family">Barone</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1997</date>
<detail type="volume">
<caption>vol.</caption>
<number>119</number>
</detail>
<extent unit="pages">
<start>2606</start>
<end>2613</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit7">
<titleInfo>
<title>Eur. J. Org. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">G. Karigiannis, D. Papaioannou, Eur. J. Org. Chem. 2000, 1841–1863.</note>
<name type="personal">
<namePart type="given">G.</namePart>
<namePart type="family">Karigiannis</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">D.</namePart>
<namePart type="family">Papaioannou</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<extent unit="pages">
<start>1841</start>
<end>1863</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit8">
<titleInfo>
<title>J. Biol. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">T. Antony, W. Hoyer, D. Cherny, G. Heim, T. M. Jovin, V. Subramaniam, J. Biol. Chem. 2003, 278, 3235–3240.</note>
<name type="personal">
<namePart type="given">T.</namePart>
<namePart type="family">Antony</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">W.</namePart>
<namePart type="family">Hoyer</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">D.</namePart>
<namePart type="family">Cherny</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">G.</namePart>
<namePart type="family">Heim</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">T. M.</namePart>
<namePart type="family">Jovin</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">V.</namePart>
<namePart type="family">Subramaniam</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2003</date>
<detail type="volume">
<caption>vol.</caption>
<number>278</number>
</detail>
<extent unit="pages">
<start>3235</start>
<end>3240</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit9">
<titleInfo>
<title>Proc. R. Soc. London Ser. B</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">I. S. Haworth, A. Rodger, W. G. Richards, Proc. R. Soc. London Ser. B 1994, 255‐258, 107–116.</note>
<name type="personal">
<namePart type="given">I. S.</namePart>
<namePart type="family">Haworth</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Rodger</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">W. G.</namePart>
<namePart type="family">Richards</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1994</date>
<detail type="volume">
<caption>vol.</caption>
<number>255‐258</number>
</detail>
<extent unit="pages">
<start>107</start>
<end>116</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit10">
<titleInfo>
<title>Biochemistry</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">J. Volker, H. Klump, Biochemistry 1994, 33, 13 502–13 508.</note>
<name type="personal">
<namePart type="given">J.</namePart>
<namePart type="family">Volker</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">H.</namePart>
<namePart type="family">Klump</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1994</date>
<detail type="volume">
<caption>vol.</caption>
<number>33</number>
</detail>
<extent unit="pages">
<start>13 502</start>
<end>13 508</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit11">
<titleInfo>
<title>Angew. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">T. Hermann, Angew. Chem. 2000, 112, 1962–1979;</note>
<name type="personal">
<namePart type="given">T.</namePart>
<namePart type="family">Hermann</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>112</number>
</detail>
<extent unit="pages">
<start>1962</start>
<end>1979</end>
</extent>
</part>
<titleInfo>
<title>Angew. Chem. Int. Ed.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">Angew. Chem. Int. Ed. 2000, 39, 1890–1904.</note>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>39</number>
</detail>
<extent unit="pages">
<start>1890</start>
<end>1904</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit13">
<titleInfo>
<title>Nucleic Acids Res.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">I. Amarantos, I. K. Zarkadis, D. L. Kalpaxis, Nucleic Acids Res. 2002, 30, 2832–2843.</note>
<name type="personal">
<namePart type="given">I.</namePart>
<namePart type="family">Amarantos</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">I. K.</namePart>
<namePart type="family">Zarkadis</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">D. L.</namePart>
<namePart type="family">Kalpaxis</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2002</date>
<detail type="volume">
<caption>vol.</caption>
<number>30</number>
</detail>
<extent unit="pages">
<start>2832</start>
<end>2843</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit14">
<titleInfo>
<title>Angew. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">M. Hendrix, P. B. Alper, E. S. Priestley, C.‐H. Wong, Angew. Chem. 1997, 109, 119–122;</note>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Hendrix</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">P. B.</namePart>
<namePart type="family">Alper</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">E. S.</namePart>
<namePart type="family">Priestley</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">C.‐H.</namePart>
<namePart type="family">Wong</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1997</date>
<detail type="volume">
<caption>vol.</caption>
<number>109</number>
</detail>
<extent unit="pages">
<start>119</start>
<end>122</end>
</extent>
</part>
<titleInfo>
<title>Angew. Chem. Int. Ed.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">Angew. Chem. Int. Ed. 1997, 36, 95–98.</note>
<part>
<date>1997</date>
<detail type="volume">
<caption>vol.</caption>
<number>36</number>
</detail>
<extent unit="pages">
<start>95</start>
<end>98</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit16">
<titleInfo>
<title>Chem. Eur. J.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">K. Michael, Y. Tor, Chem. Eur. J. 1998, 4, 2091–2098.</note>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Michael</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Y.</namePart>
<namePart type="family">Tor</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1998</date>
<detail type="volume">
<caption>vol.</caption>
<number>4</number>
</detail>
<extent unit="pages">
<start>2091</start>
<end>2098</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit17">
<titleInfo>
<title>Nature</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">P. Puruhit, S. Stern, Nature 1994, 370, 659–662.</note>
<name type="personal">
<namePart type="given">P.</namePart>
<namePart type="family">Puruhit</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">S.</namePart>
<namePart type="family">Stern</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1994</date>
<detail type="volume">
<caption>vol.</caption>
<number>370</number>
</detail>
<extent unit="pages">
<start>659</start>
<end>662</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit18">
<titleInfo>
<title>Synthesis</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">U. Koert, Synthesis 1995, 115–132.</note>
<name type="personal">
<namePart type="given">U.</namePart>
<namePart type="family">Koert</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1995</date>
<extent unit="pages">
<start>115</start>
<end>132</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit19">
<titleInfo>
<title>Angew. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">U. Koert, M. Stein, K. Harms, Angew. Chem. 1994, 106, 1238–1240;</note>
<name type="personal">
<namePart type="given">U.</namePart>
<namePart type="family">Koert</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Stein</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Harms</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1994</date>
<detail type="volume">
<caption>vol.</caption>
<number>106</number>
</detail>
<extent unit="pages">
<start>1238</start>
<end>1240</end>
</extent>
</part>
<titleInfo>
<title>Angew. Chem. Int. Ed. Engl.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">Angew. Chem. Int. Ed. Engl. 1994, 33, 1180–1182.</note>
<part>
<date>1994</date>
<detail type="volume">
<caption>vol.</caption>
<number>33</number>
</detail>
<extent unit="pages">
<start>1180</start>
<end>1182</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit21">
<titleInfo>
<title>Angew. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">H. Wagner, K. Harms, U. Koert, S. Meder, G. Boheim, Angew. Chem. 1996, 108, 2836–2839;</note>
<name type="personal">
<namePart type="given">H.</namePart>
<namePart type="family">Wagner</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Harms</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">U.</namePart>
<namePart type="family">Koert</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">S.</namePart>
<namePart type="family">Meder</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">G.</namePart>
<namePart type="family">Boheim</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1996</date>
<detail type="volume">
<caption>vol.</caption>
<number>108</number>
</detail>
<extent unit="pages">
<start>2836</start>
<end>2839</end>
</extent>
</part>
<titleInfo>
<title>Angew. Chem. Int. Ed.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">Angew. Chem. Int. Ed. 1996, 35, 2643–2646.</note>
<part>
<date>1996</date>
<detail type="volume">
<caption>vol.</caption>
<number>35</number>
</detail>
<extent unit="pages">
<start>2643</start>
<end>2646</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit23">
<titleInfo>
<title>J. Prakt. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">U. Koert, J. Prakt. Chem. 2000, 342, 325–333.</note>
<name type="personal">
<namePart type="given">U.</namePart>
<namePart type="family">Koert</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>342</number>
</detail>
<extent unit="pages">
<start>325</start>
<end>333</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit24">
<titleInfo>
<title>Angew. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">A. Schrey, A. Vescovi, A. Knoll, C. Rickert, U. Koert, Angew. Chem. 2000, 112, 928–931;</note>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Schrey</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Vescovi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Knoll</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">C.</namePart>
<namePart type="family">Rickert</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">U.</namePart>
<namePart type="family">Koert</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>112</number>
</detail>
<extent unit="pages">
<start>928</start>
<end>931</end>
</extent>
</part>
<titleInfo>
<title>Angew. Chem. Int. Ed.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">Angew. Chem. Int. Ed. 2000, 39, 900–902.</note>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>39</number>
</detail>
<extent unit="pages">
<start>900</start>
<end>902</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit26">
<titleInfo>
<title>Tetrahedron: Asymmetry</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">H. Kotsuki, H. Kuzume, T. Gohda, M. Fukuhara, M. Ochi, T. Oishi, M. Hirama, M. Shiro, Tetrahedron: Asymmetry 1995, 6, 2227–2236.</note>
<name type="personal">
<namePart type="given">H.</namePart>
<namePart type="family">Kotsuki</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">H.</namePart>
<namePart type="family">Kuzume</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">T.</namePart>
<namePart type="family">Gohda</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Fukuhara</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Ochi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">T.</namePart>
<namePart type="family">Oishi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Hirama</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Shiro</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1995</date>
<detail type="volume">
<caption>vol.</caption>
<number>6</number>
</detail>
<extent unit="pages">
<start>2227</start>
<end>2236</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit27">
<titleInfo>
<title>Angew. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">A. Alexakis, A. Tomassini, C. Chouillet, S. Roland, P. Mangeney, G. Bernardinelli, Angew. Chem. 2000, 112, 4259–4261;</note>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Alexakis</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Tomassini</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">C.</namePart>
<namePart type="family">Chouillet</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">S.</namePart>
<namePart type="family">Roland</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">P.</namePart>
<namePart type="family">Mangeney</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">G.</namePart>
<namePart type="family">Bernardinelli</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>112</number>
</detail>
<extent unit="pages">
<start>4259</start>
<end>4261</end>
</extent>
</part>
<titleInfo>
<title>Angew. Chem. Int. Ed.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">Angew. Chem. Int. Ed. 2000, 39, 4093–4095.</note>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>39</number>
</detail>
<extent unit="pages">
<start>4093</start>
<end>4095</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit29">
<titleInfo>
<title>Tetrahedron Lett.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">M. Pichon, B. Figadère, A. Cavé, Tetrahedron Lett. 1996, 37, 7963–7966.</note>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Pichon</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">B.</namePart>
<namePart type="family">Figadère</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Cavé</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1996</date>
<detail type="volume">
<caption>vol.</caption>
<number>37</number>
</detail>
<extent unit="pages">
<start>7963</start>
<end>7966</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit30">
<titleInfo>
<title>Tetrahedron Lett.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">M. Pichon, R. Hocquemiller, B. Figadère, Tetrahedron Lett. 1999, 40, 8567–8570.</note>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Pichon</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">R.</namePart>
<namePart type="family">Hocquemiller</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">B.</namePart>
<namePart type="family">Figadère</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1999</date>
<detail type="volume">
<caption>vol.</caption>
<number>40</number>
</detail>
<extent unit="pages">
<start>8567</start>
<end>8570</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit31">
<titleInfo>
<title>J. Org. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">F. Zanardi, L. Battistini, G. Rassu, L. Auzzas, L. Pinna, L. Marzocchi, D. Acquotti, G. Casiraghi, J. Org. Chem. 2000, 65, 2048–2064.</note>
<name type="personal">
<namePart type="given">F.</namePart>
<namePart type="family">Zanardi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">L.</namePart>
<namePart type="family">Battistini</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">G.</namePart>
<namePart type="family">Rassu</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">L.</namePart>
<namePart type="family">Auzzas</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">L.</namePart>
<namePart type="family">Pinna</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">L.</namePart>
<namePart type="family">Marzocchi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">D.</namePart>
<namePart type="family">Acquotti</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">G.</namePart>
<namePart type="family">Casiraghi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>65</number>
</detail>
<extent unit="pages">
<start>2048</start>
<end>2064</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit32">
<titleInfo>
<title>Tetrahedron Lett.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">H.‐D. Arndt, K. Polborn, U. Koert, Tetrahedron Lett. 1997, 38, 3879–3882.</note>
<name type="personal">
<namePart type="given">H.‐D.</namePart>
<namePart type="family">Arndt</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Polborn</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">U.</namePart>
<namePart type="family">Koert</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1997</date>
<detail type="volume">
<caption>vol.</caption>
<number>38</number>
</detail>
<extent unit="pages">
<start>3879</start>
<end>3882</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit33">
<titleInfo>
<title>J. Org. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">D. L. Flynn, R. E. Zelle, P. A. Grieco, J. Org. Chem. 1983, 48, 2424.</note>
<name type="personal">
<namePart type="given">D. L.</namePart>
<namePart type="family">Flynn</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">R. E.</namePart>
<namePart type="family">Zelle</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">P. A.</namePart>
<namePart type="family">Grieco</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1983</date>
<detail type="volume">
<caption>vol.</caption>
<number>48</number>
</detail>
<extent unit="pages">
<start>2424</start>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit34">
<titleInfo>
<title>Tetrahedron</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">W. N. Speckamp, M. J. Moolenaar, Tetrahedron 2000, 56, 3817–3856.</note>
<name type="personal">
<namePart type="given">W. N.</namePart>
<namePart type="family">Speckamp</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M. J.</namePart>
<namePart type="family">Moolenaar</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>56</number>
</detail>
<extent unit="pages">
<start>3817</start>
<end>3856</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit35">
<titleInfo>
<title>Liebigs Ann. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">H. E. Radunz, R. M. Devant, V. Eiermann, Liebigs Ann. Chem. 1988, 1103–1105.</note>
<name type="personal">
<namePart type="given">H. E.</namePart>
<namePart type="family">Radunz</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">R. M.</namePart>
<namePart type="family">Devant</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">V.</namePart>
<namePart type="family">Eiermann</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1988</date>
<extent unit="pages">
<start>1103</start>
<end>1105</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit36">
<titleInfo>
<title>Helv. Chim. Acta</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">P. Herold, Helv. Chim. Acta 1988, 71, 354–362.</note>
<name type="personal">
<namePart type="given">P.</namePart>
<namePart type="family">Herold</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1988</date>
<detail type="volume">
<caption>vol.</caption>
<number>71</number>
</detail>
<extent unit="pages">
<start>354</start>
<end>362</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit37">
<titleInfo>
<title>Tetrahedron Lett.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">T. Iamamoto, Y. Sugiura, N. Takiyama, Tetrahedron Lett. 1984, 25, 4233–4236.</note>
<name type="personal">
<namePart type="given">T.</namePart>
<namePart type="family">Iamamoto</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Y.</namePart>
<namePart type="family">Sugiura</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">N.</namePart>
<namePart type="family">Takiyama</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1984</date>
<detail type="volume">
<caption>vol.</caption>
<number>25</number>
</detail>
<extent unit="pages">
<start>4233</start>
<end>4236</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit38">
<titleInfo>
<title>Tetrahedron</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">T. Mukaiyama, K. Suzuki, T. Yamada, F. Tabusa, Tetrahedron 1990, 46, 265–276.</note>
<name type="personal">
<namePart type="given">T.</namePart>
<namePart type="family">Mukaiyama</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Suzuki</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">T.</namePart>
<namePart type="family">Yamada</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">F.</namePart>
<namePart type="family">Tabusa</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1990</date>
<detail type="volume">
<caption>vol.</caption>
<number>46</number>
</detail>
<extent unit="pages">
<start>265</start>
<end>276</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit39">
<titleInfo>
<title>J. Am. Chem. Soc.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">D. E. Frantz, R. Fässler, E. M. Carreira, J. Am. Chem. Soc. 2000, 122, 1806–1807.</note>
<name type="personal">
<namePart type="given">D. E.</namePart>
<namePart type="family">Frantz</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">R.</namePart>
<namePart type="family">Fässler</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">E. M.</namePart>
<namePart type="family">Carreira</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>122</number>
</detail>
<extent unit="pages">
<start>1806</start>
<end>1807</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit40">
<titleInfo>
<title>J. Am. Chem. Soc.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">Y. Gao, K. B. Sharpless, J. Am. Chem. Soc. 1988, 110, 7538–7539.</note>
<name type="personal">
<namePart type="given">Y.</namePart>
<namePart type="family">Gao</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">K. B.</namePart>
<namePart type="family">Sharpless</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1988</date>
<detail type="volume">
<caption>vol.</caption>
<number>110</number>
</detail>
<extent unit="pages">
<start>7538</start>
<end>7539</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit41">
<titleInfo>
<title>Tetrahedron</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">H. S. Byun, L. L. He, R. Bittman, Tetrahedron 2000, 56, 7051–7091.</note>
<name type="personal">
<namePart type="given">H. S.</namePart>
<namePart type="family">Byun</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">L. L.</namePart>
<namePart type="family">He</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">R.</namePart>
<namePart type="family">Bittman</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>56</number>
</detail>
<extent unit="pages">
<start>7051</start>
<end>7091</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit42">
<titleInfo>
<title>Helv. Chim. Acta</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">D. Seebach, B. Lamatsch, R. Amstutz, A. K. Beck, M. Dobler, M. Egli, R. Fitzi, M. Gautschi, B. Herradon, P. C. Hidber, J. J. Irwin, R. Locher, M. Maestro, T. Maetzke, A. Mourino, E. Pfammatter, D. A. Plattner, C. Schickli, W. B. Schweizer, P. Seiler, G. Stucky, W. Petter, J. Escalante, E. Juaristi, D. Quintana, C. Miravitelles, E. Molins, Helv. Chim. Acta 1992, 75, 913–934.</note>
<name type="personal">
<namePart type="given">D.</namePart>
<namePart type="family">Seebach</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">B.</namePart>
<namePart type="family">Lamatsch</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">R.</namePart>
<namePart type="family">Amstutz</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A. K.</namePart>
<namePart type="family">Beck</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Dobler</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Egli</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">R.</namePart>
<namePart type="family">Fitzi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Gautschi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">B.</namePart>
<namePart type="family">Herradon</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">P. C.</namePart>
<namePart type="family">Hidber</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">J. J.</namePart>
<namePart type="family">Irwin</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">R.</namePart>
<namePart type="family">Locher</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Maestro</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">T.</namePart>
<namePart type="family">Maetzke</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Mourino</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">E.</namePart>
<namePart type="family">Pfammatter</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">D. A.</namePart>
<namePart type="family">Plattner</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">C.</namePart>
<namePart type="family">Schickli</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">W. B.</namePart>
<namePart type="family">Schweizer</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">P.</namePart>
<namePart type="family">Seiler</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">G.</namePart>
<namePart type="family">Stucky</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">W.</namePart>
<namePart type="family">Petter</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">J.</namePart>
<namePart type="family">Escalante</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">E.</namePart>
<namePart type="family">Juaristi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">D.</namePart>
<namePart type="family">Quintana</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">C.</namePart>
<namePart type="family">Miravitelles</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">E.</namePart>
<namePart type="family">Molins</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1992</date>
<detail type="volume">
<caption>vol.</caption>
<number>75</number>
</detail>
<extent unit="pages">
<start>913</start>
<end>934</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit43">
<titleInfo>
<title>J. Org. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">M. Sakaitani, Y. Ohfune, J. Org. Chem. 1990, 55, 870–876.</note>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Sakaitani</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Y.</namePart>
<namePart type="family">Ohfune</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1990</date>
<detail type="volume">
<caption>vol.</caption>
<number>55</number>
</detail>
<extent unit="pages">
<start>870</start>
<end>876</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit44">
<titleInfo>
<title>J. Org. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">R. E. Ireland, J. L. Gleason, L. D. Gegnas, T. K. Highsmith, J. Org. Chem. 1996, 61, 6856–6872.</note>
<name type="personal">
<namePart type="given">R. E.</namePart>
<namePart type="family">Ireland</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">J. L.</namePart>
<namePart type="family">Gleason</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">L. D.</namePart>
<namePart type="family">Gegnas</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">T. K.</namePart>
<namePart type="family">Highsmith</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1996</date>
<detail type="volume">
<caption>vol.</caption>
<number>61</number>
</detail>
<extent unit="pages">
<start>6856</start>
<end>6872</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit45">
<titleInfo>
<title>Org. Biomol. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">A. Vescovi, A. Knoll, U. Koert, Org. Biomol. Chem. 2003, 1, 2983–2997.</note>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Vescovi</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Knoll</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">U.</namePart>
<namePart type="family">Koert</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2003</date>
<detail type="volume">
<caption>vol.</caption>
<number>1</number>
</detail>
<extent unit="pages">
<start>2983</start>
<end>2997</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit46">
<titleInfo>
<title>Tetrahedron Lett.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">T. Fukuyama, C.‐K. Jow, M. Cheung, Tetrahedron Lett. 1995, 36, 6373–6374.</note>
<name type="personal">
<namePart type="given">T.</namePart>
<namePart type="family">Fukuyama</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">C.‐K.</namePart>
<namePart type="family">Jow</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Cheung</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1995</date>
<detail type="volume">
<caption>vol.</caption>
<number>36</number>
</detail>
<extent unit="pages">
<start>6373</start>
<end>6374</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit47">
<titleInfo>
<title>Synlett</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">M. Heneghan, G. Procter, Synlett 1992, 489–490.</note>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Heneghan</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">G.</namePart>
<namePart type="family">Procter</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1992</date>
<extent unit="pages">
<start>489</start>
<end>490</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit48">
<titleInfo>
<title>Tetrahedron Lett.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">M. Chérest, H. Felkin, Tetrahedron Lett. 1968, 2205–2208.</note>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Chérest</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">H.</namePart>
<namePart type="family">Felkin</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1968</date>
<extent unit="pages">
<start>2205</start>
<end>2208</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit49">
<titleInfo>
<title>Top. Curr. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">N. T. Ahn, Top. Curr. Chem. 1980, 88, 145–162.</note>
<name type="personal">
<namePart type="given">N. T.</namePart>
<namePart type="family">Ahn</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1980</date>
<detail type="volume">
<caption>vol.</caption>
<number>88</number>
</detail>
<extent unit="pages">
<start>145</start>
<end>162</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit50">
<titleInfo>
<title>Chem. Rev.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">M. T. Reetz, Chem. Rev. 1999, 99, 1121–1162.</note>
<name type="personal">
<namePart type="given">M. T.</namePart>
<namePart type="family">Reetz</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1999</date>
<detail type="volume">
<caption>vol.</caption>
<number>99</number>
</detail>
<extent unit="pages">
<start>1121</start>
<end>1162</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit51">
<titleInfo>
<title>Tetrahedron</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">Y. G. Gololobov, I. N. Zhmurova, L. F. Kasukhin, Tetrahedron 1981, 37, 437–472.</note>
<name type="personal">
<namePart type="given">Y. G.</namePart>
<namePart type="family">Gololobov</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">I. N.</namePart>
<namePart type="family">Zhmurova</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">L. F.</namePart>
<namePart type="family">Kasukhin</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1981</date>
<detail type="volume">
<caption>vol.</caption>
<number>37</number>
</detail>
<extent unit="pages">
<start>437</start>
<end>472</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit52">
<titleInfo>
<title>Tetrahedron Lett.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">B. M. Trost, H. C. Arndt, P. E. Strege, T. R. Verhoeven, Tetrahedron Lett. 1976, 3477–3481.</note>
<name type="personal">
<namePart type="given">B. M.</namePart>
<namePart type="family">Trost</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">H. C.</namePart>
<namePart type="family">Arndt</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">P. E.</namePart>
<namePart type="family">Strege</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">T. R.</namePart>
<namePart type="family">Verhoeven</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1976</date>
<extent unit="pages">
<start>3477</start>
<end>3481</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit53">
<titleInfo>
<title>Helv. Chim. Acta</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">S. Bradamante, S. Colombo, G. A. Pagani, S. Roelens, Helv. Chim. Acta 1981, 64, 2524–2527.</note>
<name type="personal">
<namePart type="given">S.</namePart>
<namePart type="family">Bradamante</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">S.</namePart>
<namePart type="family">Colombo</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">G. A.</namePart>
<namePart type="family">Pagani</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">S.</namePart>
<namePart type="family">Roelens</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1981</date>
<detail type="volume">
<caption>vol.</caption>
<number>64</number>
</detail>
<extent unit="pages">
<start>2524</start>
<end>2527</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit54">
<titleInfo>
<title>J. Chem. Soc. Chem. Commun.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">M. Komiyama, T. Inokawa, K. Yoshinari, J. Chem. Soc. Chem. Commun. 1995, 77, 77–78.</note>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Komiyama</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">T.</namePart>
<namePart type="family">Inokawa</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Yoshinari</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1995</date>
<detail type="volume">
<caption>vol.</caption>
<number>77</number>
</detail>
<extent unit="pages">
<start>77</start>
<end>78</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit55">
<titleInfo>
<title>Angew. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">K. Michaelis, M. Kalesse, Angew. Chem. 1999, 111, 2382–2385;</note>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Michaelis</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Kalesse</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1999</date>
<detail type="volume">
<caption>vol.</caption>
<number>111</number>
</detail>
<extent unit="pages">
<start>2382</start>
<end>2385</end>
</extent>
</part>
<titleInfo>
<title>Angew. Chem. Int. Ed.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">Angew. Chem. Int. Ed. 1999, 38, 2243–2245.</note>
<part>
<date>1999</date>
<detail type="volume">
<caption>vol.</caption>
<number>38</number>
</detail>
<extent unit="pages">
<start>2243</start>
<end>2245</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit57">
<titleInfo>
<title>ChemBioChem</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">K. Michaelis, M. Kalesse, ChemBioChem 2001, 2, 79–83.</note>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Michaelis</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Kalesse</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2001</date>
<detail type="volume">
<caption>vol.</caption>
<number>2</number>
</detail>
<extent unit="pages">
<start>79</start>
<end>83</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit58">
<titleInfo>
<title>Angew. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">J. C. Verheijen, B. A. L. M. Deiman, E. Yeheskiely, G. A. van der Marel, J. H. van Boom, Angew. Chem. 2000, 112, 377–380;</note>
<name type="personal">
<namePart type="given">J. C.</namePart>
<namePart type="family">Verheijen</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">B. A. L. M.</namePart>
<namePart type="family">Deiman</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">E.</namePart>
<namePart type="family">Yeheskiely</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">G. A.</namePart>
<namePart type="family">van der Marel</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">J. H.</namePart>
<namePart type="family">van Boom</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>112</number>
</detail>
<extent unit="pages">
<start>377</start>
<end>380</end>
</extent>
</part>
<titleInfo>
<title>Angew. Chem. Int. Ed.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">Angew. Chem. Int. Ed. 2000, 39, 369–372.</note>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>39</number>
</detail>
<extent unit="pages">
<start>369</start>
<end>372</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit60">
<titleInfo>
<title>J. Am. Chem. Soc.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">K. Yoshinari, K. Yamazaki, M. Komiyama, J. Am. Chem. Soc. 1991, 113, 5899–5901.</note>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Yoshinari</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Yamazaki</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Komiyama</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1991</date>
<detail type="volume">
<caption>vol.</caption>
<number>113</number>
</detail>
<extent unit="pages">
<start>5899</start>
<end>5901</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit61">
<titleInfo>
<title> </title>
</titleInfo>
<genre>other</genre>
</relatedItem>
<relatedItem type="references" displayLabel="cit62">
<titleInfo>
<title>J. Org. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">M. Komiyama, K. Yoshinari, J. Org. Chem. 1997, 62, 2155–2160;</note>
<name type="personal">
<namePart type="given">M.</namePart>
<namePart type="family">Komiyama</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">K.</namePart>
<namePart type="family">Yoshinari</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1997</date>
<detail type="volume">
<caption>vol.</caption>
<number>62</number>
</detail>
<extent unit="pages">
<start>2155</start>
<end>2160</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit63">
<titleInfo>
<title>Org. Lett.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">D. Nagamani, K. N. Ganesh, Org. Lett. 2001, 3, 103–106.</note>
<name type="personal">
<namePart type="given">D.</namePart>
<namePart type="family">Nagamani</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">K. N.</namePart>
<namePart type="family">Ganesh</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2001</date>
<detail type="volume">
<caption>vol.</caption>
<number>3</number>
</detail>
<extent unit="pages">
<start>103</start>
<end>106</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit64">
<titleInfo>
<title>Biochem. Biophys. Res. Commun.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">R. Welz, C. Schmidt, S. Muller, Biochem. Biophys. Res. Commun. 2001, 283, 648–654.</note>
<name type="personal">
<namePart type="given">R.</namePart>
<namePart type="family">Welz</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">C.</namePart>
<namePart type="family">Schmidt</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">S.</namePart>
<namePart type="family">Muller</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2001</date>
<detail type="volume">
<caption>vol.</caption>
<number>283</number>
</detail>
<extent unit="pages">
<start>648</start>
<end>654</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit65">
<titleInfo>
<title>Cell</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">A. C. Forster, R. H. Symons, Cell 1987, 49, 211–220.</note>
<name type="personal">
<namePart type="given">A. C.</namePart>
<namePart type="family">Forster</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">R. H.</namePart>
<namePart type="family">Symons</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1987</date>
<detail type="volume">
<caption>vol.</caption>
<number>49</number>
</detail>
<extent unit="pages">
<start>211</start>
<end>220</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit66">
<titleInfo>
<title>Nature</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">J. Haseloff, W. L. Gerlach, Nature 1988, 334, 585–591.</note>
<name type="personal">
<namePart type="given">J.</namePart>
<namePart type="family">Haseloff</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">W. L.</namePart>
<namePart type="family">Gerlach</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1988</date>
<detail type="volume">
<caption>vol.</caption>
<number>334</number>
</detail>
<extent unit="pages">
<start>585</start>
<end>591</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit67">
<titleInfo>
<title>J. Mol. Biol.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">M. J. Fedor, J. Mol. Biol. 2000, 297, 269–291.</note>
<name type="personal">
<namePart type="given">M. J.</namePart>
<namePart type="family">Fedor</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>297</number>
</detail>
<extent unit="pages">
<start>269</start>
<end>291</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit68">
<titleInfo>
<title>Nature</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">P. B. Rupert, A. R. Ferre‐D'Amare, Nature 2001, 410, 780–786.</note>
<name type="personal">
<namePart type="given">P. B.</namePart>
<namePart type="family">Rupert</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A. R.</namePart>
<namePart type="family">Ferre‐D'Amare</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2001</date>
<detail type="volume">
<caption>vol.</caption>
<number>410</number>
</detail>
<extent unit="pages">
<start>780</start>
<end>786</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit69">
<titleInfo>
<title>Nucleic Acids Res.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">D. J. Earnshaw, M. G. Gait, Nucleic Acids Res. 1998, 26, 5551–5561.</note>
<name type="personal">
<namePart type="given">D. J.</namePart>
<namePart type="family">Earnshaw</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">M. G.</namePart>
<namePart type="family">Gait</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1998</date>
<detail type="volume">
<caption>vol.</caption>
<number>26</number>
</detail>
<extent unit="pages">
<start>5551</start>
<end>5561</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit70">
<titleInfo>
<title>Nucleic Acids Res.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">C. Schmidt, R. Welz, S. Müller, Nucleic Acids Res. 2000, 28, 886–894.</note>
<name type="personal">
<namePart type="given">C.</namePart>
<namePart type="family">Schmidt</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">R.</namePart>
<namePart type="family">Welz</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">S.</namePart>
<namePart type="family">Müller</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2000</date>
<detail type="volume">
<caption>vol.</caption>
<number>28</number>
</detail>
<extent unit="pages">
<start>886</start>
<end>894</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit71">
<titleInfo>
<title>J. Org. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">W. G. Kofron, L. M. Baclawski, J. Org. Chem. 1976, 41, 1879–1880.</note>
<name type="personal">
<namePart type="given">W. G.</namePart>
<namePart type="family">Kofron</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">L. M.</namePart>
<namePart type="family">Baclawski</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1976</date>
<detail type="volume">
<caption>vol.</caption>
<number>41</number>
</detail>
<extent unit="pages">
<start>1879</start>
<end>1880</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit72">
<titleInfo>
<title>Z. Anorg. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">W. Hoth, G. Pyl, Z. Anorg. Chem. 1929, 42, 888–891.</note>
<name type="personal">
<namePart type="given">W.</namePart>
<namePart type="family">Hoth</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">G.</namePart>
<namePart type="family">Pyl</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1929</date>
<detail type="volume">
<caption>vol.</caption>
<number>42</number>
</detail>
<extent unit="pages">
<start>888</start>
<end>891</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit73">
<titleInfo>
<title>Acta Chem. Scand. Ser. B</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">A. Brandstroem, B. Lamm, I. Palmertz, Acta Chem. Scand. Ser. B 1974, 28, 699–701.</note>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Brandstroem</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">B.</namePart>
<namePart type="family">Lamm</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">I.</namePart>
<namePart type="family">Palmertz</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1974</date>
<detail type="volume">
<caption>vol.</caption>
<number>28</number>
</detail>
<extent unit="pages">
<start>699</start>
<end>701</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit74">
<titleInfo>
<title>Chem. Ber.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">E. Fischer, W. Lipshitz, Chem. Ber. 1915, 48, 360–378.</note>
<name type="personal">
<namePart type="given">E.</namePart>
<namePart type="family">Fischer</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">W.</namePart>
<namePart type="family">Lipshitz</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1915</date>
<detail type="volume">
<caption>vol.</caption>
<number>48</number>
</detail>
<extent unit="pages">
<start>360</start>
<end>378</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit75">
<titleInfo>
<title>J. Org. Chem.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">H. E. Gottlieb, V. Kotlyar, A. Nudelman, J. Org. Chem. 1997, 62, 7512–7515.</note>
<name type="personal">
<namePart type="given">H. E.</namePart>
<namePart type="family">Gottlieb</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">V.</namePart>
<namePart type="family">Kotlyar</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">A.</namePart>
<namePart type="family">Nudelman</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1997</date>
<detail type="volume">
<caption>vol.</caption>
<number>62</number>
</detail>
<extent unit="pages">
<start>7512</start>
<end>7515</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit76">
<titleInfo>
<title>Tetrahedron Lett.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">R. Welz, S. Müller, Tetrahedron Lett. 2002, 43, 795–797.</note>
<name type="personal">
<namePart type="given">R.</namePart>
<namePart type="family">Welz</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">S.</namePart>
<namePart type="family">Müller</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>2002</date>
<detail type="volume">
<caption>vol.</caption>
<number>43</number>
</detail>
<extent unit="pages">
<start>795</start>
<end>797</end>
</extent>
</part>
</relatedItem>
<relatedItem type="references" displayLabel="cit77">
<titleInfo>
<title>Nucleic Acids Res.</title>
</titleInfo>
<genre>journal-article</genre>
<note type="citation/reference">R. Kierzek, Nucleic Acids Res. 1992, 20, 5073–5077.</note>
<name type="personal">
<namePart type="given">R.</namePart>
<namePart type="family">Kierzek</namePart>
<role>
<roleTerm type="text">author</roleTerm>
</role>
</name>
<part>
<date>1992</date>
<detail type="volume">
<caption>vol.</caption>
<number>20</number>
</detail>
<extent unit="pages">
<start>5073</start>
<end>5077</end>
</extent>
</part>
</relatedItem>
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