Issue 12, 2008
From the journal:

Organic & Biomolecular Chemistry

A chiral thioureido acid as an effective additive for enantioselective organocatalytic Michael additions of nitroolefins†

Dan-Qian Xu,a   Hua-Dong Yue,a   Shu-Ping Luo,a   Ai-Bao Xia,a   Shuai Zhanga  and  Zhen-Yuan Xu*a  

* Corresponding authors

a State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou, China
E-mail: greenchem@zjut.edu.cn
Fax: +86-571-88320066
Tel: +86-571-88320066

Abstract

A novel and effective organocatalytic system consisting of pyrrolidinyl-thioimidazole and a chiral thioureido acid efficiently catalyzed the asymmetric Michael addition reactions of ketones to nitroolefins to afford the adducts with high diastereoselectivities (up to 99 : 1) and excellent enantioselectivities (up to 99% ee).

Graphical abstract: A chiral thioureido acid as an effective additive for enantioselective organocatalytic Michael additions of nitroolefins

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Article information

DOI
https://doi.org/10.1039/B804541K
Article type
Communication
Submitted
17 Mar 2008
Accepted
22 Apr 2008
First published
16 May 2008

Org. Biomol. Chem., 2008,6, 2054-2057

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A chiral thioureido acid as an effective additive for enantioselective organocatalytic Michael additions of nitroolefins

D. Xu, H. Yue, S. Luo, A. Xia, S. Zhang and Z. Xu, Org. Biomol. Chem., 2008, 6, 2054 DOI: 10.1039/B804541K

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