Asymmetric Mukaiyama-Michael addition of acyclic enones catalyzed by allo-threonine-derived B-aryloxazaborolidinones

被引:33
作者
Harada, T [1 ]
Iwai, H [1 ]
Takatsuki, H [1 ]
Fujita, K [1 ]
Kubo, M [1 ]
Oku, A [1 ]
机构
[1] Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan
关键词
D O I
10.1021/ol016062r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] O-(2-Naphthoyl)-N-tosyl-L-allo-threonine B-phenyloxazaborolidinone catalyzes the asymmetric Mukaiyama-Michael addition of simple acyclic enones to give adducts of 54-85% ee, 2,6-Diisopropylphenal as an additive is demonstrated to effectively retard the undesirable Si+-catalyzed racemic pathway.
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页码:2101 / 2103
页数:3
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