Borane-Catalyzed Selective Hydrosilylation of Internal Ynamides Leading to beta-Silyl (Z)-Enamides

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dc.contributor.authorKim, Youngchanko
dc.contributor.authorDateer, Ramesh B.ko
dc.contributor.authorChang, Sukbokko
dc.date.accessioned2017-03-28T05:32:06Z-
dc.date.available2017-03-28T05:32:06Z-
dc.date.created2017-02-14-
dc.date.created2017-02-14-
dc.date.issued2017-01-
dc.identifier.citationORGANIC LETTERS, v.19, no.1, pp.190 - 193-
dc.identifier.issn1523-7060-
dc.identifier.urihttp://hdl.handle.net/10203/220738-
dc.description.abstractWe have developed a borane-catalyzed regio- and stereoselective hydrosilylation of internal ynamides for the first time. The scope of ynamide substrates and silane reactants was broad under mild reaction conditions, affording synthetically versatile beta-silyl (Z)-enamide products. The observed stereoselectivity was reasoned to be due to the beta-silicon effect on a postulated, ketene iminium intermediate.-
dc.languageEnglish-
dc.publisherAMER CHEMICAL SOC-
dc.subjectTRISUBSTITUTED HOMOALLYLIC ALCOHOLS-
dc.subjectCROSS-COUPLING REACTIONS-
dc.subjectSTEREOSELECTIVE HYDROSILYLATION-
dc.subjectALKYNE HYDROSILYLATION-
dc.subjectTRANS-HYDROSILYLATION-
dc.subjectORGANIC-SYNTHESIS-
dc.subjectTERMINAL ALKYNES-
dc.subjectVINYL CATIONS-
dc.subjectB(C6F5)(3)-CATALYZED HYDROSILYLATION-
dc.subjectREGIOSELECTIVE HYDROSILYLATION-
dc.titleBorane-Catalyzed Selective Hydrosilylation of Internal Ynamides Leading to beta-Silyl (Z)-Enamides-
dc.typeArticle-
dc.identifier.wosid000391781600049-
dc.identifier.scopusid2-s2.0-85020593123-
dc.type.rimsART-
dc.citation.volume19-
dc.citation.issue1-
dc.citation.beginningpage190-
dc.citation.endingpage193-
dc.citation.publicationnameORGANIC LETTERS-
dc.identifier.doi10.1021/acs.orglett.6b03485-
dc.contributor.localauthorChang, Sukbok-
dc.contributor.nonIdAuthorDateer, Ramesh B.-
dc.description.isOpenAccessN-
dc.type.journalArticleArticle-
dc.subject.keywordPlusTRISUBSTITUTED HOMOALLYLIC ALCOHOLS-
dc.subject.keywordPlusCROSS-COUPLING REACTIONS-
dc.subject.keywordPlusSTEREOSELECTIVE HYDROSILYLATION-
dc.subject.keywordPlusALKYNE HYDROSILYLATION-
dc.subject.keywordPlusTRANS-HYDROSILYLATION-
dc.subject.keywordPlusORGANIC-SYNTHESIS-
dc.subject.keywordPlusTERMINAL ALKYNES-
dc.subject.keywordPlusVINYL CATIONS-
dc.subject.keywordPlusB(C6F5)(3)-CATALYZED HYDROSILYLATION-
dc.subject.keywordPlusREGIOSELECTIVE HYDROSILYLATION-
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