A general catalytic allylation using allyltrimethoxysilane.

A general catalytic allylation using allyltrimethoxysilane. Research Abstract Details 

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A general catalytic allylation using allyltrimethoxysilane. Abstract Text:

Shingo Yamasaki,Kunihiko Fujii,Reiko Wada,Motomu Kanai,Masakatsu Shibasaki,

A general and mild catalytic allylation of carbonyl compounds, applicable to aldehydes, ketones, and imines is developed using allyltrimethoxysilane as the allylating reagent. The reaction proceeds smoothly with 1-10 mol % of CuCl and TBAT in THF at ambient temperature. Mechanism studies indicated that the copper alkoxide, allylfluorodimethoxysilane, and allyltrimethoxysilane are essential to promote the reaction efficiently. Preliminary extension of the reaction to the first catalytic enantioselective allylation of ketones using an allylsilane produced the product with 61% ee from acetophenone, using a CuCl-p-tol-BINAP-TBAT catalyst (15 mol %).

A general catalytic allylation using allyltrimethoxysilane. Publishing Authors By Initials

S Yamasaki,K Fujii,R Wada,M Kanai,M Shibasaki,

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A general catalytic allylation using allyltrimethoxysilane. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Journal of the American Chemical Society

VOLUME: 124

Page Numbers: 6536-7

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 12

MONTH: Jun

YEAR: 2002

A general catalytic allylation using allyltrimethoxysilane. Information

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LANGUAGE: eng

NlmUniqueID: 7503056

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Grant and Affiliation Information for A general catalytic allylation using allyltrimethoxysilane.

AFFILIATION: Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan.

Country: United States

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MEDLINETA: J Am Chem Soc

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