Asymmetric epoxidation of α,β-unsaturated ketones under phase-transfer catalyzed conditions

被引:126
作者
Arai, S [1 ]
Tsuge, H [1 ]
Shioiri, T [1 ]
机构
[1] Nagoya City Univ, Fac Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 4678603, Japan
关键词
asymmetric reactions; catalysts; epoxidation; phase transfer;
D O I
10.1016/S0040-4039(98)01646-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric epoxidation of a,b-unsaturated ketones with H2O2 was developed using a chiral quaternary ammonium salt as the phase-transfer catalyst. A catalytic amount of N-[4-(iodo)benzyl]cinchoninium bromide, easily prepared from cinchonine, was effective in the asymmetric epoxidation for producing the corresponding desired products with up to 92% ee under mild reaction conditions. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7563 / 7566
页数:4
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