Issue 1, 2014

Enantioselective desymmetrization of prochiral 1,3-dinitropropanes via organocatalytic allylic alkylation

Abstract

An enantioselective desymmetrization of prochiral 1,3-dinitropropanes has been developed which proceeds via enantiogroup differentiating organocatalytic allylic alkylation. Densely functionalized products with two vicinal stereocenters were obtained generally with good to excellent diastereoselectivity (up to >20 : 1 dr) and superb enantioselectivity (up to >99 : 1 er).

Graphical abstract: Enantioselective desymmetrization of prochiral 1,3-dinitropropanes via organocatalytic allylic alkylation

Supplementary files

Article information

Article type
Communication
Submitted
05 Oct 2013
Accepted
23 Oct 2013
First published
23 Oct 2013

Chem. Commun., 2014,50, 121-123

Enantioselective desymmetrization of prochiral 1,3-dinitropropanes via organocatalytic allylic alkylation

S. J. Singha Roy and S. Mukherjee, Chem. Commun., 2014, 50, 121 DOI: 10.1039/C3CC47645F

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