Catalytic Chemo-, Regio-, and Enantioselective Bromochlorination of Allylic Alcohols

被引:89
|
作者
Hu, Dennis X. [1 ]
Seidl, Frederick J. [1 ]
Bucher, Cyril [1 ]
Burns, Noah Z. [1 ]
机构
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
关键词
BROMINE CHLORIDE; RECENT PROGRESS; MONOTERPENES; DICHLORINATION; HALOGENATION;
D O I
10.1021/jacs.5b01384
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein we describe a highly chemo-, regio-, and enantioselective bromochlorination reaction of allylic alcohols, employing readily available halogen sources and a simple Schiff base as the chiral catalyst. The application of this interhalogeriation reaction to a variety of substrates, the rapid enantioselective synthesis of a bromochlorinated natural product, and preliminary extension of this chemistry to dibromination and dichlorination are reported.
引用
收藏
页码:3795 / 3798
页数:4
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