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분자활성 촉매반응 연구단
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Borane-Catalyzed Reductive α-Silylation of Conjugated Esters and Amides Leaving Carbonyl Groups Intact

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Title
Borane-Catalyzed Reductive α-Silylation of Conjugated Esters and Amides Leaving Carbonyl Groups Intact
Author(s)
Youngchan Kim; Sukbok Chang
Publication Date
2016-01
Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.55, no.1, pp.218 - 222
Publisher
WILEY-V C H VERLAG GMBH
Abstract
Described herein is the development of the B(C6F5)3- catalyzed hydrosilylation of a,b-unsaturated esters and amides to afford synthetically valuable a-silyl carbonyl products. The a-silylation occurs chemoselectively, thus leaving the labile carbonyl groups intact. The reaction features a broad scope of both acyclic and cyclic substrates, and the synthetic utility of the obtained a-silyl carbonyl products is also demonstrated. Mechanistic studies revealed two operative steps: fast 1,4- hydrosilylation of conjugated carbonyls and then slow silyl group migration of a silyl ether intermediate. © 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
URI
https://pr.ibs.re.kr/handle/8788114/2199
ISSN
1433-7851
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
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