Pyrrolidine-HOBt: an oxytriazole catalyst for the enantioselective Michael addition of cyclohexanone to nitroolefins in water

被引:13
作者
Kumar, Togapur Pavan [1 ,2 ]
Prasad, Sthanikam Siva [1 ,3 ]
Haribabu, Kothapalli [1 ]
Kumar, Veerjala Naveen [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; BETA-NITROSTYRENES; NITRO-MICHAEL; BIFUNCTIONAL ORGANOCATALYSTS; EFFICIENT ORGANOCATALYSTS; RECYCLABLE ORGANOCATALYST; CYCLIC-KETONES; IONIC LIQUIDS;
D O I
10.1016/j.tetasy.2016.08.006
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new analogue of the proline derived organocatalyst 'pyrrolidine-HOBt' has been designed and synthesized from L-prolinol and hydroxybenzotriazole (HOBt) employing a simple reaction protocol. The catalyst was found to be effective in promoting the asymmetric Michael addition of cyclohexanone to nitroolefins using water as the reaction medium. The reaction products gamma-nitrocarbonyls are obtained in good yields and stereoselectivities. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1133 / 1138
页数:6
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