1,2-syn-selective and enantioselective Michael reactions of acyclic enones with a propionate-derived nucleophile catalyzed by oxazaborolidinone

被引：11

作者：

Harada, T ^{[1
]}

Yamauchi, T ^{[1
]}

Adachi, S ^{[1
]}

机构：

[1] Kyoto Inst Technol, Dept Chem & Mat Technol, Sakyo Ku, Kyoto 6068585, Japan

来源：

SYNLETT | 2005年 / 14期

关键词：

asymmetric; boron; catalysis; Lewis acids; Michael additions;

D O I：

10.1055/s-2005-872227

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

allo-Threonine-derived oxazaborolidinone 1b is demonstrated to be an effective catalyst for the stereoselective Michael reaction of simple acyclic enones with propionate-derived silyl ketene acetals. The reaction affords the corresponding Michael adducts with two contiguous asymmetric centers with high syn selectivity and enantioselectivity.

引用

页码：2151 / 2154

页数：4

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