Issue 47, 2011
From the journal:

Chemical Communications

Chiral squaramide-catalyzed highly diastereo- and enantioselective direct Michael addition of nitroalkanes to nitroalkenes†

Wen Yanga  and  Da-Ming Du*a  

* Corresponding authors

a School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing 100081, People's Republic of China
E-mail: dudm@bit.edu.cn
Fax: +86-10-68914985
Tel: +86-10-68914985

Abstract

An efficient highly diastereo- and enantioselective direct Michael addition of nitroalkanes to nitroalkenes catalyzed by chiral squaramide catalyst has been developed. This organocatalytic reaction with a low catalyst loading (2 mol%) proceeded well to afford synthetically useful 1,3-dinitro compounds in high yields with high diastereoselectivities (up to 95 : 5 dr) and excellent enantioselectivities (up to 97% ee).

Graphical abstract: Chiral squaramide-catalyzed highly diastereo- and enantioselective direct Michael addition of nitroalkanes to nitroalkenes

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Article information

DOI
https://doi.org/10.1039/C1CC15946A
Article type
Communication
Submitted
24 Sep 2011
Accepted
13 Oct 2011
First published
01 Nov 2011

Chem. Commun., 2011,47, 12706-12708

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Chiral squaramide-catalyzed highly diastereo- and enantioselective direct Michael addition of nitroalkanes to nitroalkenes

W. Yang and D. Du, Chem. Commun., 2011, 47, 12706 DOI: 10.1039/C1CC15946A

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