A recyclable fluorous (S)-pyrrolidine sulfonamide promoted direct, highly enantioselective Michael addition of ketones and aldehydes to nitroolefins in water

被引:253
作者
Zu, Liansuo [1 ]
Wang, Jian [1 ]
Li, Hao [1 ]
Wang, Wei [1 ]
机构
[1] Univ New Mexico, Dept Chem, Albuquerque, NM 87131 USA
关键词
D O I
10.1021/ol061053+
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A recycle and reusable fluorous (S)-pyrrolidine sulfonamide organocatalyst has been developed for promoting highly enantio- and diastereoselective Michael addition reactions of ketones and aldehydes with nitroolefins in water. The organocatalyst is conveniently recovered from the reaction mixtures by fluorous solid-phase extraction and can be subsequently reused (up to six cycles) without a significant loss of catalytic activity and stereoselectivity.
引用
收藏
页码:3077 / 3079
页数:3
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