Allylsilane-vinylarene cross-metathesis enables a powerful approach to enantioselective imine allylation

被引：28

作者：

Huber, John D. ^{[1
]}

Perl, Nicholas R. ^{[1
]}

Leighton, James L. ^{[1
]}

机构：

[1] Columbia Univ, Dept Chem, New York, NY 10027 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 16期

关键词：

allylsilanes; asymmetric synthesis; cinnamylation; cross-coupling; homoallylic amines;

D O I：

10.1002/anie.200705621

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

"Cinnamylation-flavored" synthesis: Cross-metathesis (CM) reactions between an allylsilane andvinylarenes enable the rapidgeneration of various cinnamylsilanes, which may be usedin situ for the highly enantioselective, and diastereodivergent, cinnamylation of imines (see example in scheme). Under this new, simple, and efficient protocol, the potential of imine cinnamylation to produce stereochemically andfunctionally complex products has been more fully realized. Ar = thienyl, Ar′ = 2-hydroxyphenyl. (Chemical Equation Presented). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：3037 / 3039

页数：3

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