Asymmetric Alkyl-Alkyl Cross-Couplings of Unactivated Secondary Alkyl Electrophiles: Stereoconvergent Suzuki Reactions of Racemic Acylated Halohydrins

被引：147

作者：

Owston, Nathan A. ^{[1
]}

Fu, Gregory C. ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 34期

基金：

美国国家卫生研究院;

关键词：

C-F BONDS; ALPHA-BROMOKETONES; GRIGNARD-REAGENTS; ARYLZINC REAGENTS; HALIDES; ACTIVATION; CHLORIDES;

D O I：

10.1021/ja105924f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A method for asymmetric alkyl-alkyl Suzuki reactions of unactivated secondary alkyl electrophiles, specifically, cross-couplings of racemic acylated halohydrins with allylborane reagents, has been developed. A range of protected bromohydrins, as well as a protected chlorohydrin and a homologated bromohydrin, are coupled in good ee by a catalyst derived from commercially available components.

引用

页码：11908 / 11909

页数：2

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