Enantioselective Michael addition of aldehydes to nitroolefins catalyzed by pyrrolidine-HOBt

被引:10
|
作者
Kumar, Togapur Pavan [1 ,2 ]
Sattar, Mohammad Abdul [1 ]
Prasad, Sthanikam Siva [1 ,3 ]
Haribabu, Kothapalli [1 ]
Reddy, Cirandur Suresh [3 ]
机构
[1] Indian Inst Chem Technol, CSIR, Div Nat Prod Chem, Hyderabad 500007, Andhra Pradesh, India
[2] Indian Inst Chem Technol, CSIR, Acad Sci & Innovat Res AcSIR, Hyderabad 500007, Andhra Pradesh, India
[3] Sri Venkateswara Univ, Dept Chem, Tirupati 517502, Andhra Pradesh, India
关键词
ASYMMETRIC ALDOL REACTIONS; CONJUGATE ADDITION; ALPHA; ALPHA-DISUBSTITUTED ALDEHYDES; VINYL SULFONES; BIFUNCTIONAL ORGANOCATALYSTS; QUATERNARY STEREOCENTERS; PHTHALIMIDO-PROLINAMIDE; TERTIARY STEREOCENTERS; TRIAZOLE-PYRROLIDINE; ADJACENT QUATERNARY;
D O I
10.1016/j.tetasy.2017.02.005
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The oxytriazole catalyst "pyrrolidine-HOBt" developed for asymmetric Michael addition of cyclohexanone to nitroolefins is now evaluated for the asymmetric Michael addition of aldehydes to nitroolefins under similar reaction conditions. The results of this study indicate that, the oxytriazole catalyst "pyrrolidine-HOBt" is equally effective in promoting the Michael addition of aldehydes to nitroolefins on employing benzoic acid as an additive. The desired products, gamma-nitrocarbonyl compounds were obtained in good yields and high enantioselectivities. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:401 / 409
页数:9
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