The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media
Identifieur interne : 002958 ( Istex/Corpus ); précédent : 002957; suivant : 002959The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media
Auteurs : Sh Kobayashi ; Iwao HachiyaSource :
- Tetrahedron Letters [ 0040-4039 ] ; 1992.
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Abstract
Abstract: The aldol reaction of silyl enol ethers with aldehydes is successfully carried out in aqueous media by using a lanthanide trifluoromethanesulfonate as a catalyst. Water soluble aldehydes are applicable and the catalyst can be recovered and reused in this reaction.
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DOI: 10.1016/S0040-4039(00)91691-5
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<record><TEI wicri:istexFullTextTei="biblStruct"><teiHeader><fileDesc><titleStmt><title>The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media</title><author><name sortKey="Kobayashi, Sh" sort="Kobayashi, Sh" uniqKey="Kobayashi S" first="Sh" last="Kobayashi">Sh Kobayashi</name><affiliation><mods:affiliation>Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162 Japan</mods:affiliation></affiliation></author><author><name sortKey="Hachiya, Iwao" sort="Hachiya, Iwao" uniqKey="Hachiya I" first="Iwao" last="Hachiya">Iwao Hachiya</name><affiliation><mods:affiliation>Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162 Japan</mods:affiliation></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">ISTEX</idno><idno type="RBID">ISTEX:BB9F10F2FA11ED1BF94FD0489EFD0733B5599899</idno><date when="1992" year="1992">1992</date><idno type="doi">10.1016/S0040-4039(00)91691-5</idno><idno type="url">https://api.istex.fr/document/BB9F10F2FA11ED1BF94FD0489EFD0733B5599899/fulltext/pdf</idno><idno type="wicri:Area/Istex/Corpus">002958</idno><idno type="wicri:explorRef" wicri:stream="Istex" wicri:step="Corpus" wicri:corpus="ISTEX">002958</idno></publicationStmt><sourceDesc><biblStruct><analytic><title level="a">The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media</title><author><name sortKey="Kobayashi, Sh" sort="Kobayashi, Sh" uniqKey="Kobayashi S" first="Sh" last="Kobayashi">Sh Kobayashi</name><affiliation><mods:affiliation>Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162 Japan</mods:affiliation></affiliation></author><author><name sortKey="Hachiya, Iwao" sort="Hachiya, Iwao" uniqKey="Hachiya I" first="Iwao" last="Hachiya">Iwao Hachiya</name><affiliation><mods:affiliation>Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162 Japan</mods:affiliation></affiliation></author></analytic><monogr></monogr><series><title level="j">Tetrahedron Letters</title><title level="j" type="abbrev">TETL</title><idno type="ISSN">0040-4039</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="1992">1992</date><biblScope unit="volume">33</biblScope><biblScope unit="issue">12</biblScope><biblScope unit="page" from="1625">1625</biblScope><biblScope unit="page" to="1628">1628</biblScope></imprint><idno type="ISSN">0040-4039</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0040-4039</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Adduct</term><term>Aldehyde</term><term>Aldol</term><term>Aldol reaction</term><term>Aqueous media</term><term>Chem</term><term>Enol</term><term>Ether</term><term>High yields</term><term>Lanthanide</term><term>Lanthanide triflate</term><term>Lett</term><term>Lewis acids</term><term>Mukaiyama</term><term>Phcho</term><term>Silyl</term><term>Silyl enol ether</term><term>Silyl enol ethers</term><term>Triflate</term><term>Triflates</term></keywords><keywords scheme="Teeft" xml:lang="en"><term>Adduct</term><term>Aldehyde</term><term>Aldol</term><term>Aldol reaction</term><term>Aqueous media</term><term>Chem</term><term>Enol</term><term>Ether</term><term>High yields</term><term>Lanthanide</term><term>Lanthanide triflate</term><term>Lett</term><term>Lewis acids</term><term>Mukaiyama</term><term>Phcho</term><term>Silyl</term><term>Silyl enol ether</term><term>Silyl enol ethers</term><term>Triflate</term><term>Triflates</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Abstract: The aldol reaction of silyl enol ethers with aldehydes is successfully carried out in aqueous media by using a lanthanide trifluoromethanesulfonate as a catalyst. Water soluble aldehydes are applicable and the catalyst can be recovered and reused in this reaction.</div></front></TEI><istex><corpusName>elsevier</corpusName><keywords><teeft><json:string>aldehyde</json:string><json:string>aldol</json:string><json:string>silyl</json:string><json:string>enol</json:string><json:string>triflate</json:string><json:string>lanthanide</json:string><json:string>chem</json:string><json:string>silyl enol ethers</json:string><json:string>phcho</json:string><json:string>ether</json:string><json:string>aqueous media</json:string><json:string>adduct</json:string><json:string>aldol reaction</json:string><json:string>mukaiyama</json:string><json:string>lanthanide triflate</json:string><json:string>lett</json:string><json:string>triflates</json:string><json:string>silyl enol ether</json:string><json:string>high yields</json:string><json:string>lewis acids</json:string></teeft></keywords><author><json:item><name>Shū Kobayashi</name><affiliations><json:string>Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162 Japan</json:string></affiliations></json:item><json:item><name>Iwao Hachiya</name><affiliations><json:string>Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162 Japan</json:string></affiliations></json:item></author><subject><json:item><lang><json:string>eng</json:string></lang><value>aldol reaction</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>lanthanide triflate</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>aqueous media</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>water soluble aldehyde</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>silyl enol ether</value></json:item></subject><language><json:string>eng</json:string></language><originalGenre><json:string>Full-length article</json:string></originalGenre><abstract>The aldol reaction of silyl enol ethers with aldehydes is successfully carried out in aqueous media by using a lanthanide trifluoromethanesulfonate as a catalyst. Water soluble aldehydes are applicable and the catalyst can be recovered and reused in this reaction.</abstract><qualityIndicators><score>1.42</score><pdfVersion>1.2</pdfVersion><pdfPageSize>508 x 721 pts</pdfPageSize><refBibsNative>true</refBibsNative><keywordCount>5</keywordCount><abstractCharCount>264</abstractCharCount><pdfWordCount>940</pdfWordCount><pdfCharCount>7020</pdfCharCount><pdfPageCount>4</pdfPageCount><abstractWordCount>40</abstractWordCount></qualityIndicators><title>The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media</title><pii><json:string>S0040-4039(00)91691-5</json:string></pii><genre><json:string>research-article</json:string></genre><host><title>Tetrahedron Letters</title><language><json:string>unknown</json:string></language><publicationDate>1992</publicationDate><issn><json:string>0040-4039</json:string></issn><pii><json:string>S0040-4039(00)X1772-8</json:string></pii><volume>33</volume><issue>12</issue><pages><first>1625</first><last>1628</last></pages><genre><json:string>journal</json:string></genre></host><categories><wos><json:string>science</json:string><json:string>chemistry, organic</json:string></wos><scienceMetrix><json:string>natural sciences</json:string><json:string>chemistry</json:string><json:string>organic chemistry</json:string></scienceMetrix><inist><json:string>sciences appliquees, technologies et medecines</json:string><json:string>sciences exactes et technologie</json:string><json:string>chimie</json:string><json:string>chimie generale et chimie physique</json:string></inist></categories><publicationDate>1992</publicationDate><copyrightDate>1992</copyrightDate><doi><json:string>10.1016/S0040-4039(00)91691-5</json:string></doi><id>BB9F10F2FA11ED1BF94FD0489EFD0733B5599899</id><score>1</score><fulltext><json:item><extension>pdf</extension><original>true</original><mimetype>application/pdf</mimetype><uri>https://api.istex.fr/document/BB9F10F2FA11ED1BF94FD0489EFD0733B5599899/fulltext/pdf</uri></json:item><json:item><extension>zip</extension><original>false</original><mimetype>application/zip</mimetype><uri>https://api.istex.fr/document/BB9F10F2FA11ED1BF94FD0489EFD0733B5599899/fulltext/zip</uri></json:item><istex:fulltextTEI uri="https://api.istex.fr/document/BB9F10F2FA11ED1BF94FD0489EFD0733B5599899/fulltext/tei"><teiHeader><fileDesc><titleStmt><title level="a">The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media</title></titleStmt><publicationStmt><authority>ISTEX</authority><publisher>ELSEVIER</publisher><availability><p>ELSEVIER</p></availability><date>1992</date></publicationStmt><sourceDesc><biblStruct type="inbook"><analytic><title level="a">The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media</title><author xml:id="author-0000"><persName><forename type="first">Shū</forename><surname>Kobayashi</surname></persName><affiliation>Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162 Japan</affiliation></author><author xml:id="author-0001"><persName><forename type="first">Iwao</forename><surname>Hachiya</surname></persName><affiliation>Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162 Japan</affiliation></author><idno type="istex">BB9F10F2FA11ED1BF94FD0489EFD0733B5599899</idno><idno type="DOI">10.1016/S0040-4039(00)91691-5</idno><idno type="PII">S0040-4039(00)91691-5</idno></analytic><monogr><title level="j">Tetrahedron Letters</title><title level="j" type="abbrev">TETL</title><idno type="pISSN">0040-4039</idno><idno type="PII">S0040-4039(00)X1772-8</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="1992"></date><biblScope unit="volume">33</biblScope><biblScope unit="issue">12</biblScope><biblScope unit="page" from="1625">1625</biblScope><biblScope unit="page" to="1628">1628</biblScope></imprint></monogr></biblStruct></sourceDesc></fileDesc><profileDesc><creation><date>1992</date></creation><langUsage><language ident="en">en</language></langUsage><abstract xml:lang="en"><p>The aldol reaction of silyl enol ethers with aldehydes is successfully carried out in aqueous media by using a lanthanide trifluoromethanesulfonate as a catalyst. Water soluble aldehydes are applicable and the catalyst can be recovered and reused in this reaction.</p></abstract><abstract style="graphical"><p>Water soluble aldehydes are applicable and the catalyst can be recovered and reused.</p></abstract><textClass><keywords scheme="keyword"><list><head>Keywords</head><item><term>aldol reaction</term></item><item><term>lanthanide triflate</term></item><item><term>aqueous media</term></item><item><term>water soluble aldehyde</term></item><item><term>silyl enol ether</term></item></list></keywords></textClass></profileDesc><revisionDesc><change when="1992">Published</change></revisionDesc></teiHeader></istex:fulltextTEI><json:item><extension>txt</extension><original>false</original><mimetype>text/plain</mimetype><uri>https://api.istex.fr/document/BB9F10F2FA11ED1BF94FD0489EFD0733B5599899/fulltext/txt</uri></json:item></fulltext><metadata><istex:metadataXml wicri:clean="Elsevier, elements deleted: tail"><istex:xmlDeclaration>version="1.0" encoding="utf-8"</istex:xmlDeclaration><istex:docType PUBLIC="-//ES//DTD journal article DTD version 4.5.2//EN//XML" URI="art452.dtd" name="istex:docType"></istex:docType><istex:document><converted-article version="4.5.2" docsubtype="fla"><item-info><jid>TETL</jid><aid>00916915</aid><ce:pii>S0040-4039(00)91691-5</ce:pii><ce:doi>10.1016/S0040-4039(00)91691-5</ce:doi><ce:copyright type="unknown" year="1992"></ce:copyright></item-info><head><ce:title>The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media</ce:title><ce:author-group><ce:author><ce:given-name>Shū</ce:given-name><ce:surname>Kobayashi</ce:surname><ce:ranking><ce:sup>∗</ce:sup></ce:ranking></ce:author><ce:author><ce:given-name>Iwao</ce:given-name><ce:surname>Hachiya</ce:surname></ce:author><ce:affiliation><ce:textfn>Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162 Japan</ce:textfn></ce:affiliation></ce:author-group><ce:date-received day="25" month="11" year="1991"></ce:date-received><ce:abstract><ce:section-title>Abstract</ce:section-title><ce:abstract-sec><ce:simple-para>The aldol reaction of silyl enol ethers with aldehydes is successfully carried out in aqueous media by using a lanthanide trifluoromethanesulfonate as a catalyst. Water soluble aldehydes are applicable and the catalyst can be recovered and reused in this reaction.</ce:simple-para></ce:abstract-sec></ce:abstract><ce:abstract class="graphical"><ce:abstract-sec><ce:simple-para>Water soluble aldehydes are applicable and the catalyst can be recovered and reused.</ce:simple-para></ce:abstract-sec></ce:abstract><ce:keywords><ce:section-title>Keywords</ce:section-title><ce:keyword><ce:text>aldol reaction</ce:text></ce:keyword><ce:keyword><ce:text>lanthanide triflate</ce:text></ce:keyword><ce:keyword><ce:text>aqueous media</ce:text></ce:keyword><ce:keyword><ce:text>water soluble aldehyde</ce:text></ce:keyword><ce:keyword><ce:text>silyl enol ether</ce:text></ce:keyword></ce:keywords></head></converted-article></istex:document></istex:metadataXml><mods version="3.6"><titleInfo><title>The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media</title></titleInfo><titleInfo type="alternative" contentType="CDATA"><title>The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media</title></titleInfo><name type="personal"><namePart type="given">Shū</namePart><namePart type="family">Kobayashi</namePart><affiliation>Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162 Japan</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Iwao</namePart><namePart type="family">Hachiya</namePart><affiliation>Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162 Japan</affiliation><role><roleTerm type="text">author</roleTerm></role></name><typeOfResource>text</typeOfResource><genre type="research-article" displayLabel="Full-length article" authority="ISTEX" authorityURI="https://content-type.data.istex.fr" valueURI="https://content-type.data.istex.fr/ark:/67375/XTP-1JC4F85T-7">research-article</genre><originInfo><publisher>ELSEVIER</publisher><dateIssued encoding="w3cdtf">1992</dateIssued><copyrightDate encoding="w3cdtf">1992</copyrightDate></originInfo><language><languageTerm type="code" authority="iso639-2b">eng</languageTerm><languageTerm type="code" authority="rfc3066">en</languageTerm></language><abstract lang="en">Abstract: The aldol reaction of silyl enol ethers with aldehydes is successfully carried out in aqueous media by using a lanthanide trifluoromethanesulfonate as a catalyst. Water soluble aldehydes are applicable and the catalyst can be recovered and reused in this reaction.</abstract><abstract type="graphical">Water soluble aldehydes are applicable and the catalyst can be recovered and reused.</abstract><subject><genre>Keywords</genre><topic>aldol reaction</topic><topic>lanthanide triflate</topic><topic>aqueous media</topic><topic>water soluble aldehyde</topic><topic>silyl enol ether</topic></subject><relatedItem type="host"><titleInfo><title>Tetrahedron Letters</title></titleInfo><titleInfo type="abbreviated"><title>TETL</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><originInfo><publisher>ELSEVIER</publisher><dateIssued encoding="w3cdtf">19920317</dateIssued></originInfo><identifier type="ISSN">0040-4039</identifier><identifier type="PII">S0040-4039(00)X1772-8</identifier><part><date>19920317</date><detail type="volume"><number>33</number><caption>vol.</caption></detail><detail type="issue"><number>12</number><caption>no.</caption></detail><extent unit="issue-pages"><start>1523</start><end>1662</end></extent><extent unit="pages"><start>1625</start><end>1628</end></extent></part></relatedItem><identifier type="istex">BB9F10F2FA11ED1BF94FD0489EFD0733B5599899</identifier><identifier type="ark">ark:/67375/6H6-KBFV6BTC-8</identifier><identifier type="DOI">10.1016/S0040-4039(00)91691-5</identifier><identifier type="PII">S0040-4039(00)91691-5</identifier><recordInfo><recordContentSource authority="ISTEX" authorityURI="https://loaded-corpus.data.istex.fr" valueURI="https://loaded-corpus.data.istex.fr/ark:/67375/XBH-HKKZVM7B-M">elsevier</recordContentSource></recordInfo></mods><json:item><extension>json</extension><original>false</original><mimetype>application/json</mimetype><uri>https://api.istex.fr/document/BB9F10F2FA11ED1BF94FD0489EFD0733B5599899/metadata/json</uri></json:item></metadata><serie></serie></istex></record>Pour manipuler ce document sous Unix (Dilib)
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