Issue 47, 2011

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

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

Supplementary files

Article information

Article type
Communication
Submitted
24 Sep 2011
Accepted
13 Oct 2011
First published
01 Nov 2011

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

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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