On the Synthesis and Reactivity of Enantiopure Azetidines
Identifieur interne : 000B36 ( France/Analysis ); précédent : 000B35; suivant : 000B37On the Synthesis and Reactivity of Enantiopure Azetidines
Auteurs : Emilie Banide ; Vincent Lemau De Talancé ; Grégory Schmidt ; Hodney Lubin ; Sébastien Comesse [France] ; Luc Dechoux ; Louis Hamon ; Catherine Kadouri-Puchot [France]Source :
- European Journal of Organic Chemistry [ 1434-193X ] ; 2007-09.
English descriptors
Abstract
β‐Amino alcohols with an (E)‐vinylsilane moiety were cyclized in the presence of N‐bromosuccinimide to afford diastereomerically pure azetidines. The chemo‐ and stereoselectivities of this bromocyclization are discussed. AM1 calculations support the observed chemoselectivity. The reactivity of the azetidines towards fluorinated reagents was studied. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
Url:
DOI: 10.1002/ejoc.200700283
Affiliations:
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ISTEX:B2BE5C27C7531B1BA094F2AB001C107BBF4805EDLe document en format XML
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J. Org. Chem.</title><idno type="ISSN">1434-193X</idno><idno type="eISSN">1099-0690</idno><imprint><publisher>WILEY‐VCH Verlag</publisher><pubPlace>Weinheim</pubPlace><date type="published" when="2007-09">2007-09</date><biblScope unit="volume">2007</biblScope><biblScope unit="issue">27</biblScope><biblScope unit="page" from="4517">4517</biblScope><biblScope unit="page" to="4524">4524</biblScope></imprint><idno type="ISSN">1434-193X</idno></series><idno type="istex">B2BE5C27C7531B1BA094F2AB001C107BBF4805ED</idno><idno type="DOI">10.1002/ejoc.200700283</idno><idno type="ArticleID">EJOC200700283</idno></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">1434-193X</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Amino alcohols</term><term>Azetidines</term><term>Bromocyclization</term><term>Cyclization</term><term>Vinyl bromide</term><term>Vinylsilane</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">β‐Amino alcohols with an (E)‐vinylsilane moiety were cyclized in the presence of N‐bromosuccinimide to afford diastereomerically pure azetidines. The chemo‐ and stereoselectivities of this bromocyclization are discussed. AM1 calculations support the observed chemoselectivity. The reactivity of the azetidines towards fluorinated reagents was studied. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)</div></front></TEI><affiliations><list><country><li>France</li></country><region><li>Haute-Normandie</li><li>Région Normandie</li></region><settlement><li>Le Havre</li></settlement><orgName><li>Université du Havre</li></orgName></list><tree><noCountry><name sortKey="Banide, Emilie" sort="Banide, Emilie" uniqKey="Banide E" first="Emilie" last="Banide">Emilie Banide</name><name sortKey="Dechoux, Luc" sort="Dechoux, Luc" uniqKey="Dechoux L" first="Luc" last="Dechoux">Luc Dechoux</name><name sortKey="Hamon, Louis" sort="Hamon, Louis" uniqKey="Hamon L" first="Louis" last="Hamon">Louis Hamon</name><name sortKey="Lemau De Talance, Vincent" sort="Lemau De Talance, Vincent" uniqKey="Lemau De Talance V" first="Vincent" last="Lemau De Talancé">Vincent Lemau De Talancé</name><name sortKey="Lubin, Hodney" sort="Lubin, Hodney" uniqKey="Lubin H" first="Hodney" last="Lubin">Hodney Lubin</name><name sortKey="Schmidt, Gregory" sort="Schmidt, Gregory" uniqKey="Schmidt G" first="Grégory" last="Schmidt">Grégory Schmidt</name></noCountry><country name="France"><region name="Région Normandie"><name sortKey="Comesse, Sebastien" sort="Comesse, Sebastien" uniqKey="Comesse S" first="Sébastien" last="Comesse">Sébastien Comesse</name></region><name sortKey="Kadouri Uchot, Catherine" sort="Kadouri Uchot, Catherine" uniqKey="Kadouri Uchot C" first="Catherine" last="Kadouri-Puchot">Catherine Kadouri-Puchot</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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