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분자활성촉매반응연구단
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Silylative Reductive Amination of alpha,beta-Unsaturated Aldehydes: AConvenient Synthetic Route to beta-Silylated Secondary Amines

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dc.contributor.authorEunae Kim-
dc.contributor.authorSehoon Park-
dc.contributor.authorSukbok Chang-
dc.date.available2019-07-19T05:41:11Z-
dc.date.created2019-06-19-
dc.date.issued2018-04-
dc.identifier.issn0947-6539-
dc.identifier.urihttps://pr.ibs.re.kr/handle/8788114/5926-
dc.description.abstractDescribed here is a reductive amination/hydrosilylation cascade of alpha,beta-unsaturated aldehydes mediated by a Lewis acidic borane catalyst. The present reaction system provides an one-pot synthetic route towards beta-silylated secondary amines that have not been accessible by other previous catalysis. Comparative (HNMR)-H-1 studies on the silylative reduction of enimines revealed that steric bulkiness of primary amine reactants strongly affects both catalytic efficiency and regioselectivity. This strategy was applicable to a broad range of substrates and amenable to one-pot gram-scale synthesis. Moreover, a diastereoselective introduction of the beta-silyl group was also found to be feasible (d.r. up to 71:29) ⓒ 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim-
dc.language영어-
dc.publisherWILEY-V C H VERLAG GMBH-
dc.subjecthydrosilylation-
dc.subjectLewis acidic borane-
dc.subjectreductive amination-
dc.subjectselectivity-
dc.subjectalpha,beta-unsaturated compounds-
dc.titleSilylative Reductive Amination of alpha,beta-Unsaturated Aldehydes: AConvenient Synthetic Route to beta-Silylated Secondary Amines-
dc.typeArticle-
dc.type.rimsART-
dc.identifier.wosid000430168500012-
dc.identifier.scopusid2-s2.0-85044277204-
dc.identifier.rimsid68745-
dc.contributor.affiliatedAuthorEunae Kim-
dc.contributor.affiliatedAuthorSehoon Park-
dc.contributor.affiliatedAuthorSukbok Chang-
dc.identifier.doi10.1002/chem.201800958-
dc.identifier.bibliographicCitationCHEMISTRY-A EUROPEAN JOURNAL, v.24, no.22, pp.5765 - 5769-
dc.relation.isPartOfCHEMISTRY-A EUROPEAN JOURNAL-
dc.citation.titleCHEMISTRY-A EUROPEAN JOURNAL-
dc.citation.volume24-
dc.citation.number22-
dc.citation.startPage5765-
dc.citation.endPage5769-
dc.description.journalClass1-
dc.description.journalClass1-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
dc.relation.journalWebOfScienceCategoryChemistry, Multidisciplinary-
dc.subject.keywordPlusDIELS-ALDER REACTION-
dc.subject.keywordPlusB(C6F5)(3)-CATALYZED HYDROSILATION-
dc.subject.keywordPlusORGANIC CATALYSIS-
dc.subject.keywordPlusIMINES-
dc.subject.keywordPlusBORANE-
dc.subject.keywordPlusKETONES-
dc.subject.keywordPlusBOND-
dc.subject.keywordPlusHYDROSILYLATION-
dc.subject.keywordPlusORGANOCATALYSIS-
dc.subject.keywordPlusNITROALKENES-
dc.subject.keywordAuthorhydrosilylation-
dc.subject.keywordAuthorLewis acidic borane-
dc.subject.keywordAuthorreductive amination-
dc.subject.keywordAuthorselectivity-
dc.subject.keywordAuthoralpha,beta-unsaturated compounds-
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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