Dual enantioselective control by heterocycles of (S)-indoline derivatives

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dc.contributor.authorKim, Yong Haeko
dc.contributor.authorJung, DYko
dc.contributor.authorYoun, SWko
dc.contributor.authorKim, SMko
dc.contributor.authorPark, DHko
dc.date.accessioned2013-03-06T13:02:00Z-
dc.date.available2013-03-06T13:02:00Z-
dc.date.created2012-02-06-
dc.date.created2012-02-06-
dc.date.issued2005-12-
dc.identifier.citationPURE AND APPLIED CHEMISTRY, v.77, no.12, pp.2053 - 2059-
dc.identifier.issn0033-4545-
dc.identifier.urihttp://hdl.handle.net/10203/87045-
dc.description.abstractDiastereo-and enantioselective pinacol coupling reactions of chiral alpha-ketoamides mediated by samarium diiodide afforded extremely high diastereoselectivities. Enantiopure (S,S)- or (R,R)-2,3-dialkyltartaric acid and derivatives call be synthesized, Diels-Alder cycloadditions of S-indoline chiral acrylamides with cyclopentadiene in the presence of Lewis acids proceed with high diastereofacial selectivity, giving either endo-R or endo-S products depending on Lewis acid and the Structures of chiral dienophiles.-
dc.languageEnglish-
dc.publisherINT UNION PURE APPLIED CHEMISTRY-
dc.subjectCATALYTIC ASYMMETRIC INDUCTION-
dc.subjectCHIRAL OXAZABOROLIDINES-
dc.subjectBORANE REDUCTION-
dc.subjectAMINO-ALCOHOLS-
dc.subjectDIELS-ALDER-
dc.subjectALDEHYDES-
dc.subjectKETONES-
dc.subjectDIALKYLZINCS-
dc.subjectMECHANISM-
dc.subjectREAGENTS-
dc.titleDual enantioselective control by heterocycles of (S)-indoline derivatives-
dc.typeArticle-
dc.identifier.wosid000234164100011-
dc.identifier.scopusid2-s2.0-29244446784-
dc.type.rimsART-
dc.citation.volume77-
dc.citation.issue12-
dc.citation.beginningpage2053-
dc.citation.endingpage2059-
dc.citation.publicationnamePURE AND APPLIED CHEMISTRY-
dc.identifier.doi10.1351/pac200577122053-
dc.contributor.nonIdAuthorJung, DY-
dc.contributor.nonIdAuthorYoun, SW-
dc.contributor.nonIdAuthorKim, SM-
dc.contributor.nonIdAuthorPark, DH-
dc.type.journalArticleArticle; Proceedings Paper-
dc.subject.keywordAuthorenantioselective-
dc.subject.keywordAuthorpinacol coupling-
dc.subject.keywordAuthoralpha-ketoamides-
dc.subject.keywordAuthorsamarium diiodide-
dc.subject.keywordAuthorS-indoline-
dc.subject.keywordPlusCATALYTIC ASYMMETRIC INDUCTION-
dc.subject.keywordPlusCHIRAL OXAZABOROLIDINES-
dc.subject.keywordPlusBORANE REDUCTION-
dc.subject.keywordPlusAMINO-ALCOHOLS-
dc.subject.keywordPlusDIELS-ALDER-
dc.subject.keywordPlusALDEHYDES-
dc.subject.keywordPlusKETONES-
dc.subject.keywordPlusDIALKYLZINCS-
dc.subject.keywordPlusMECHANISM-
dc.subject.keywordPlusREAGENTS-
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