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
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.
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收藏
页码:2151 / 2154
页数:4
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