Mixed Crossed Aldol Condensation between Conjugated Esters and Aldehydes Using Aluminum Tris(2,6‐diphenylphenoxide)
Identifieur interne : 000247 ( Istex/Corpus ); précédent : 000246; suivant : 000248Mixed Crossed Aldol Condensation between Conjugated Esters and Aldehydes Using Aluminum Tris(2,6‐diphenylphenoxide)
Auteurs : Susumu Saito ; Masahito Shiozawa ; Hisashi YamamotoSource :
- Angewandte Chemie International Edition [ 1433-7851 ] ; 1999-06-14.
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Abstract
The combined use of aluminum tris(2,6‐diphenylphenoxide) (ATPH) and lithium 2,2,6,6‐tetramethylpiperidide (LTMP) has proven to be effective for the mixed crossed aldol condensation between conjugated esters and various aldehydes. An example is shown in Equation (1).
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DOI: 10.1002/(SICI)1521-3773(19990614)38:12<1769::AID-ANIE1769>3.0.CO;2-0
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ISTEX:F86EDB62E53CFD8EFA67385057A5431F5965AF2ELe document en format XML
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52‐789‐3222</mods:affiliation></affiliation></author><author><name sortKey="Yamamoto, Hisashi" sort="Yamamoto, Hisashi" uniqKey="Yamamoto H" first="Hisashi" last="Yamamoto">Hisashi Yamamoto</name><affiliation><mods:affiliation>E-mail: j45988a@nucc.cc.nagoya‐u.ac.jp</mods:affiliation></affiliation><affiliation><mods:affiliation>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222</mods:affiliation></affiliation><affiliation><mods:affiliation>E-mail: j45988a@nucc.cc.nagoya‐u.ac.jp</mods:affiliation></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">ISTEX</idno><idno type="RBID">ISTEX:F86EDB62E53CFD8EFA67385057A5431F5965AF2E</idno><date when="1999" year="1999">1999</date><idno type="doi">10.1002/(SICI)1521-3773(19990614)38:12<1769::AID-ANIE1769>3.0.CO;2-0</idno><idno 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Shiozawa</name><affiliation><mods:affiliation>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222</mods:affiliation></affiliation></author><author><name sortKey="Yamamoto, Hisashi" sort="Yamamoto, Hisashi" uniqKey="Yamamoto H" first="Hisashi" last="Yamamoto">Hisashi Yamamoto</name><affiliation><mods:affiliation>E-mail: j45988a@nucc.cc.nagoya‐u.ac.jp</mods:affiliation></affiliation><affiliation><mods:affiliation>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222</mods:affiliation></affiliation><affiliation><mods:affiliation>E-mail: j45988a@nucc.cc.nagoya‐u.ac.jp</mods:affiliation></affiliation></author></analytic><monogr></monogr><series><title level="j" type="main">Angewandte Chemie International Edition</title><title level="j" type="alt">ANGEWANDTE CHEMIE INTERNATIONAL EDITION</title><idno type="ISSN">1433-7851</idno><idno type="eISSN">1521-3773</idno><imprint><biblScope unit="vol">38</biblScope><biblScope unit="issue">12</biblScope><biblScope unit="page" from="1769">1769</biblScope><biblScope unit="page" to="1771">1771</biblScope><biblScope unit="page-count">3</biblScope><publisher>WILEY‐VCH Verlag GmbH</publisher><pubPlace>Weinheim</pubPlace><date type="published" when="1999-06-14">1999-06-14</date></imprint><idno type="ISSN">1433-7851</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">1433-7851</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Aldehyde</term><term>Aldol</term><term>Aldol adduct</term><term>Aldol condensation</term><term>Angew</term><term>Atph</term><term>Atph equiv</term><term>Chem</term><term>Co2me</term><term>Equiv</term><term>Ester</term><term>Experimental section</term><term>Ltmp</term><term>Ltmp equiv</term><term>Methyl crotonate</term><term>Mmol</term><term>Saito</term><term>Verlag gmbh</term><term>Yamamoto</term></keywords><keywords scheme="Teeft" xml:lang="en"><term>Aldehyde</term><term>Aldol</term><term>Aldol adduct</term><term>Aldol condensation</term><term>Angew</term><term>Atph</term><term>Atph equiv</term><term>Chem</term><term>Co2me</term><term>Equiv</term><term>Ester</term><term>Experimental section</term><term>Ltmp</term><term>Ltmp equiv</term><term>Methyl crotonate</term><term>Mmol</term><term>Saito</term><term>Verlag gmbh</term><term>Yamamoto</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract">The combined use of aluminum tris(2,6‐diphenylphenoxide) (ATPH) and lithium 2,2,6,6‐tetramethylpiperidide (LTMP) has proven to be effective for the mixed crossed aldol condensation between conjugated esters and various aldehydes. An example is shown in Equation (1).</div></front></TEI><istex><corpusName>wiley</corpusName><keywords><teeft><json:string>chem</json:string><json:string>co2me</json:string><json:string>equiv</json:string><json:string>ester</json:string><json:string>atph</json:string><json:string>aldol</json:string><json:string>aldehyde</json:string><json:string>mmol</json:string><json:string>yamamoto</json:string><json:string>ltmp</json:string><json:string>angew</json:string><json:string>saito</json:string><json:string>aldol condensation</json:string><json:string>atph equiv</json:string><json:string>ltmp equiv</json:string><json:string>verlag gmbh</json:string><json:string>methyl crotonate</json:string><json:string>aldol adduct</json:string><json:string>experimental section</json:string></teeft></keywords><author><json:item><name>Susumu Saito</name><affiliations><json:string>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222</json:string></affiliations></json:item><json:item><name>Masahito Shiozawa</name><affiliations><json:string>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222</json:string></affiliations></json:item><json:item><name>Hisashi Yamamoto</name><affiliations><json:string>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222</json:string><json:string>E-mail: j45988a@nucc.cc.nagoya‐u.ac.jp</json:string></affiliations></json:item></author><subject><json:item><lang><json:string>eng</json:string></lang><value>Aldol reactions</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>C−C coupling</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>Cross‐coupling</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>Enols</value></json:item></subject><articleId><json:string>ANIE1769</json:string></articleId><language><json:string>eng</json:string></language><originalGenre><json:string>shortCommunication</json:string></originalGenre><abstract>The combined use of aluminum tris(2,6‐diphenylphenoxide) (ATPH) and lithium 2,2,6,6‐tetramethylpiperidide (LTMP) has proven to be effective for the mixed crossed aldol condensation between conjugated esters and various aldehydes. An example is shown in Equation (1).</abstract><qualityIndicators><score>3.012</score><pdfVersion>1.2</pdfVersion><pdfPageSize>595 x 842 pts (A4)</pdfPageSize><refBibsNative>false</refBibsNative><abstractCharCount>266</abstractCharCount><pdfWordCount>2592</pdfWordCount><pdfCharCount>14998</pdfCharCount><pdfPageCount>3</pdfPageCount><abstractWordCount>35</abstractWordCount></qualityIndicators><title>Mixed Crossed Aldol Condensation between Conjugated Esters and Aldehydes Using Aluminum Tris(2,6‐diphenylphenoxide)</title><genre><json:string>brief-communication</json:string></genre><host><title>Angewandte Chemie International Edition</title><language><json:string>unknown</json:string></language><doi><json:string>10.1002/(ISSN)1521-3773</json:string></doi><issn><json:string>1433-7851</json:string></issn><eissn><json:string>1521-3773</json:string></eissn><publisherId><json:string>ANIE</json:string></publisherId><volume>38</volume><issue>12</issue><pages><first>1769</first><last>1771</last><total>3</total></pages><genre><json:string>journal</json:string></genre><subject><json:item><value>Communication</value></json:item></subject></host><categories><wos><json:string>science</json:string><json:string>chemistry, multidisciplinary</json:string></wos><scienceMetrix><json:string>natural sciences</json:string><json:string>chemistry</json:string><json:string>organic chemistry</json:string></scienceMetrix></categories><publicationDate>1999</publicationDate><copyrightDate>1999</copyrightDate><doi><json:string>10.1002/(SICI)1521-3773(19990614)38:12>1769::AID-ANIE1769>3.0.CO;2-0</json:string></doi><id>F86EDB62E53CFD8EFA67385057A5431F5965AF2E</id><score>1</score><fulltext><json:item><extension>pdf</extension><original>true</original><mimetype>application/pdf</mimetype><uri>https://api.istex.fr/document/F86EDB62E53CFD8EFA67385057A5431F5965AF2E/fulltext/pdf</uri></json:item><json:item><extension>zip</extension><original>false</original><mimetype>application/zip</mimetype><uri>https://api.istex.fr/document/F86EDB62E53CFD8EFA67385057A5431F5965AF2E/fulltext/zip</uri></json:item><istex:fulltextTEI uri="https://api.istex.fr/document/F86EDB62E53CFD8EFA67385057A5431F5965AF2E/fulltext/tei"><teiHeader><fileDesc><titleStmt><title level="a" type="main" xml:lang="en">Mixed Crossed Aldol Condensation between Conjugated Esters and Aldehydes Using Aluminum Tris(2,6‐diphenylphenoxide)</title></titleStmt><publicationStmt><authority>ISTEX</authority><publisher>WILEY‐VCH Verlag GmbH</publisher><pubPlace>Weinheim</pubPlace><availability><licence>© 1999 WILEY‐VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany</licence></availability><date type="published" when="1999-06-14"></date></publicationStmt><notesStmt><note type="content-type" subtype="brief-communication" source="shortCommunication" scheme="https://content-type.data.istex.fr/ark:/67375/XTP-S9SX2MFS-0">brief-communication</note><note type="publication-type" subtype="journal" scheme="https://publication-type.data.istex.fr/ark:/67375/JMC-0GLKJH51-B">journal</note></notesStmt><sourceDesc><biblStruct type="brief-communication"><analytic><title level="a" type="main" xml:lang="en">Mixed Crossed Aldol Condensation between Conjugated Esters and Aldehydes Using Aluminum Tris(2,6‐diphenylphenoxide)</title><author xml:id="author-0000"><persName><forename type="first">Susumu</forename><surname>Saito</surname></persName><affiliation>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222<address><country key="JP"></country></address></affiliation></author><author xml:id="author-0001"><persName><forename type="first">Masahito</forename><surname>Shiozawa</surname></persName><affiliation>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222<address><country key="JP"></country></address></affiliation></author><author xml:id="author-0002"><persName><forename type="first">Hisashi</forename><surname>Yamamoto</surname></persName><email>j45988a@nucc.cc.nagoya‐u.ac.jp</email><affiliation>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222<address><country key="JP"></country></address></affiliation></author><idno type="istex">F86EDB62E53CFD8EFA67385057A5431F5965AF2E</idno><idno type="ark">ark:/67375/WNG-325QZ1K9-2</idno><idno type="DOI">10.1002/(SICI)1521-3773(19990614)38:12<1769::AID-ANIE1769>3.0.CO;2-0</idno><idno type="unit">ANIE1769</idno><idno type="toTypesetVersion">file:ANIE.ANIE1769.pdf</idno></analytic><monogr><title level="j" type="main">Angewandte Chemie International Edition</title><title level="j" type="alt">ANGEWANDTE CHEMIE INTERNATIONAL EDITION</title><idno type="pISSN">1433-7851</idno><idno type="eISSN">1521-3773</idno><idno type="book-DOI">10.1002/(ISSN)1521-3773</idno><idno type="book-part-DOI">10.1002/(SICI)1521-3773(19990614)38:12<>1.0.CO;2-T</idno><idno type="product">ANIE</idno><imprint><biblScope unit="vol">38</biblScope><biblScope unit="issue">12</biblScope><biblScope unit="page" from="1769">1769</biblScope><biblScope unit="page" to="1771">1771</biblScope><biblScope unit="page-count">3</biblScope><publisher>WILEY‐VCH Verlag GmbH</publisher><pubPlace>Weinheim</pubPlace><date type="published" when="1999-06-14"></date></imprint></monogr></biblStruct></sourceDesc></fileDesc><profileDesc><abstract xml:lang="en" style="main"><head>Abstract</head><p><hi rend="bold">The</hi>
<hi rend="bold">combined</hi>
<hi rend="bold">use</hi> of aluminum tris(2,6‐diphenylphenoxide) (ATPH) and lithium 2,2,6,6‐tetramethylpiperidide (LTMP) has proven to be effective for the mixed crossed aldol condensation between conjugated esters and various aldehydes. An example is shown in Equation (1).</p></abstract><textClass><keywords xml:lang="en"><term xml:id="kwd1">Aldol reactions</term><term xml:id="kwd2">C−C coupling</term><term xml:id="kwd3">Cross‐coupling</term><term xml:id="kwd4">Enols</term></keywords><keywords rend="articleCategory"><term>Communication</term></keywords></textClass><langUsage><language ident="en"></language></langUsage></profileDesc></teiHeader></istex:fulltextTEI><json:item><extension>txt</extension><original>false</original><mimetype>text/plain</mimetype><uri>https://api.istex.fr/document/F86EDB62E53CFD8EFA67385057A5431F5965AF2E/fulltext/txt</uri></json:item></fulltext><metadata><istex:metadataXml wicri:clean="Wiley component found"><istex:xmlDeclaration>version="1.0" encoding="UTF-8" standalone="yes"</istex:xmlDeclaration><istex:document><component version="2.0" type="serialArticle" xml:lang="en"><header><publicationMeta level="product"><publisherInfo><publisherName>WILEY‐VCH Verlag GmbH</publisherName><publisherLoc>Weinheim</publisherLoc></publisherInfo><doi registered="yes">10.1002/(ISSN)1521-3773</doi><issn type="print">1433-7851</issn><issn type="electronic">1521-3773</issn><idGroup><id type="product" value="ANIE"></id></idGroup><titleGroup><title type="main" xml:lang="en" sort="ANGEWANDTE CHEMIE INTERNATIONAL EDITION">Angewandte Chemie International Edition</title><title type="short">Angewandte Chemie International Edition</title></titleGroup></publicationMeta><publicationMeta level="part" position="120"><doi origin="wiley" registered="yes">10.1002/(SICI)1521-3773(19990614)38:12<>1.0.CO;2-T</doi><numberingGroup><numbering type="journalVolume" number="38">38</numbering><numbering type="journalIssue">12</numbering></numberingGroup><coverDate startDate="1999-06-14">June 14, 1999</coverDate></publicationMeta><publicationMeta level="unit" type="shortCommunication" position="14" status="forIssue"><doi origin="wiley" registered="yes">10.1002/(SICI)1521-3773(19990614)38:12<1769::AID-ANIE1769>3.0.CO;2-0</doi><idGroup><id type="unit" value="ANIE1769"></id></idGroup><countGroup><count type="pageTotal" number="3"></count></countGroup><titleGroup><title type="articleCategory">Communication</title></titleGroup><copyright ownership="publisher">© 1999 WILEY‐VCH Verlag GmbH, Weinheim, Fed. 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An example is shown in Equation (1).</p></abstract></abstractGroup></contentMeta></header></component></istex:document></istex:metadataXml><mods version="3.6"><titleInfo lang="en"><title>Mixed Crossed Aldol Condensation between Conjugated Esters and Aldehydes Using Aluminum Tris(2,6‐diphenylphenoxide)</title></titleInfo><titleInfo type="alternative" contentType="CDATA" lang="en"><title>Mixed Crossed Aldol Condensation between Conjugated Esters and Aldehydes Using Aluminum Tris(2,6‐diphenylphenoxide)</title></titleInfo><name type="personal"><namePart type="given">Susumu</namePart><namePart type="family">Saito</namePart><affiliation>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Masahito</namePart><namePart type="family">Shiozawa</namePart><affiliation>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Hisashi</namePart><namePart type="family">Yamamoto</namePart><affiliation>E-mail: j45988a@nucc.cc.nagoya‐u.ac.jp</affiliation><affiliation>Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo‐cho, Chikusa, Nagoya 464‐8603 (Japan), Fax: (+81) 52‐789‐3222</affiliation><affiliation>E-mail: j45988a@nucc.cc.nagoya‐u.ac.jp</affiliation><role><roleTerm type="text">author</roleTerm></role></name><typeOfResource>text</typeOfResource><genre type="brief-communication" displayLabel="shortCommunication" authority="ISTEX" authorityURI="https://content-type.data.istex.fr" valueURI="https://content-type.data.istex.fr/ark:/67375/XTP-S9SX2MFS-0">brief-communication</genre><originInfo><publisher>WILEY‐VCH Verlag GmbH</publisher><place><placeTerm type="text">Weinheim</placeTerm></place><dateIssued encoding="w3cdtf">1999-06-14</dateIssued><dateCaptured encoding="w3cdtf">1998-12-29</dateCaptured><copyrightDate encoding="w3cdtf">1999</copyrightDate></originInfo><language><languageTerm type="code" authority="rfc3066">en</languageTerm><languageTerm type="code" authority="iso639-2b">eng</languageTerm></language><physicalDescription><extent unit="figures">3</extent><extent unit="tables">2</extent><extent unit="references">9</extent></physicalDescription><abstract>The combined use of aluminum tris(2,6‐diphenylphenoxide) (ATPH) and lithium 2,2,6,6‐tetramethylpiperidide (LTMP) has proven to be effective for the mixed crossed aldol condensation between conjugated esters and various aldehydes. An example is shown in Equation (1).</abstract><subject lang="en"><genre>keywords</genre><topic>Aldol reactions</topic><topic>C−C coupling</topic><topic>Cross‐coupling</topic><topic>Enols</topic></subject><relatedItem type="host"><titleInfo><title>Angewandte Chemie International Edition</title></titleInfo><titleInfo type="abbreviated"><title>Angewandte Chemie International Edition</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><subject><genre>article-category</genre><topic>Communication</topic></subject><identifier type="ISSN">1433-7851</identifier><identifier type="eISSN">1521-3773</identifier><identifier type="DOI">10.1002/(ISSN)1521-3773</identifier><identifier type="PublisherID">ANIE</identifier><part><date>1999</date><detail type="volume"><caption>vol.</caption><number>38</number></detail><detail type="issue"><caption>no.</caption><number>12</number></detail><extent unit="pages"><start>1769</start><end>1771</end><total>3</total></extent></part></relatedItem><identifier type="istex">F86EDB62E53CFD8EFA67385057A5431F5965AF2E</identifier><identifier type="ark">ark:/67375/WNG-325QZ1K9-2</identifier><identifier type="DOI">10.1002/(SICI)1521-3773(19990614)38:12<1769::AID-ANIE1769>3.0.CO;2-0</identifier><identifier type="ArticleID">ANIE1769</identifier><accessCondition type="use and reproduction" contentType="copyright">© 1999 WILEY‐VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany</accessCondition><recordInfo><recordContentSource authority="ISTEX" authorityURI="https://loaded-corpus.data.istex.fr" valueURI="https://loaded-corpus.data.istex.fr/ark:/67375/XBH-L0C46X92-X">wiley</recordContentSource><recordOrigin>WILEY‐VCH Verlag GmbH</recordOrigin></recordInfo></mods><json:item><extension>json</extension><original>false</original><mimetype>application/json</mimetype><uri>https://api.istex.fr/document/F86EDB62E53CFD8EFA67385057A5431F5965AF2E/metadata/json</uri></json:item></metadata><serie></serie></istex></record>Pour manipuler ce document sous Unix (Dilib)
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