Issue 96, 2014
From the journal:

Chemical Communications

Highly enantioselective Michael addition of 3-arylthio- and 3-alkylthiooxindoles to nitroolefins catalyzed by a simple cinchona alkaloid derived phosphoramide†

Wei-Ming Gao,a   Jin-Sheng Yu,a   Yu-Lei Zhao,a   Yun-Lin Liu,a   Feng Zhou,a   Hai-Hong Wu*a  and  Jian Zhou*a  

* Corresponding authors

a Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663N, Zhongshan Road, Shanghai 200062, China
E-mail: hhwu@chem.ecnu.edu.cn, jzhou@chem.ecnu.edu.cn
Fax: +86-21-6223-4560

Abstract

A new cinchona alkaloid derived bifunctional tertiary amine-phosphoramide C1e is identified as a highly enantioselective catalyst for Michael addition of both unprotected 3-arylthio- and 3-alkylthiooxindoles to nitroolefins. The phosphoramide moiety of C1e plays an indispensable role in this reaction.

Graphical abstract: Highly enantioselective Michael addition of 3-arylthio- and 3-alkylthiooxindoles to nitroolefins catalyzed by a simple cinchona alkaloid derived phosphoramide

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Article information

DOI
https://doi.org/10.1039/C4CC06417H
Article type
Communication
Submitted
15 Aug 2014
Accepted
07 Oct 2014
First published
22 Oct 2014

Chem. Commun., 2014,50, 15179-15182

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Highly enantioselective Michael addition of 3-arylthio- and 3-alkylthiooxindoles to nitroolefins catalyzed by a simple cinchona alkaloid derived phosphoramide

W. Gao, J. Yu, Y. Zhao, Y. Liu, F. Zhou, H. Wu and J. Zhou, Chem. Commun., 2014, 50, 15179 DOI: 10.1039/C4CC06417H

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