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Issue 47, 2011

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

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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


Submitted
24 Sep 2011
Accepted
13 Oct 2011
First published
01 Nov 2011

Chem. Commun., 2011,47, 12706-12708
Article type
Communication

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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