Diastereo- and enantioselective synthesis of densely functionalized cyclohexanones via double Michael addition of curcumins with nitroalkenes

被引:20
作者
Ayyagari, Narasimham [1 ]
Namboothiri, Irishi N. N. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
关键词
BIFUNCTIONAL THIOUREA; CASCADE REACTIONS; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC CATALYSIS; EFFICIENT SYNTHESIS; CONJUGATE ADDITION; DOMINO REACTIONS; ANALOGS; DERIVATIVES; ORGANOCATALYSTS;
D O I
10.1016/j.tetasy.2012.04.011
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The asymmetric double Michael additions of curcumins to nitroalkenes to afford highly functionalized cyclohexanones have been carried out for the first time. A combination of a dihydrocinchonine-thiourea organocatalyst and K2CO3 was found to be the most effective in obtaining the desired cyclohexanones in good yield, diastereoselectivity and enantioselectivity. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:605 / 610
页数:6
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