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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.
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页码:605 / 610
页数:6
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