Enantioselective Michael addition to α,β-unsaturated imides catalyzed by a bifunctional organocatalyst

被引:267
作者
Hoashi, Y [1 ]
Okino, T [1 ]
Takemoto, Y [1 ]
机构
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
关键词
imides; Michael addition; nitriles; organocatalysis; thiourea;
D O I
10.1002/anie.200500459
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) High enantioselectivities (up to 94 % ee) were attained in the Michael addition of a variety of α,β-unsaturated imides 1 and malononitrile (2) catalyzed by bifunctional thiourea 4. The pyrrolidinone moiety of 1 plays a key role in the reaction. The reaction provides access to a variety of Michael adducts 3 (see scheme; R = aryl and alkyl groups). © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4032 / 4035
页数:4
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