Silyl Migration in Conjunction with Substitution on Silicon in Copper(I) t-Butoxide-promoted Coupling between o-Silylphenyl Ketones and Organic Halides

(Z)-Di-t-butoxymethylsilyl enol ethers were stereoselectively produced by the copper(I) t-butoxide-promoted cross-coupling of o-(dimethylphenylsilyl)phenyl ketones with organic halides. The reaction proceeds via the formation of arylcopper species generated by silyl migration to enolate oxygen, acco...

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Bibliographic Details
Published in:Chemistry letters Vol. 38; no. 12; pp. 1180 - 1181
Main Authors: Tsubouchi, Akira, Matsuda, Hiroko, Kira, Takashiro, Takeda, Takeshi
Format: Journal Article
Language:English
Published: Tokyo The Chemical Society of Japan 05-12-2009
Chemical Society of Japan
Online Access:Get full text
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Summary:(Z)-Di-t-butoxymethylsilyl enol ethers were stereoselectively produced by the copper(I) t-butoxide-promoted cross-coupling of o-(dimethylphenylsilyl)phenyl ketones with organic halides. The reaction proceeds via the formation of arylcopper species generated by silyl migration to enolate oxygen, accompanied by substitution of t-butoxy on silicon.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2009.1180