Issue 1, 2014
From the journal:

Chemical Communications

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

Soumya Jyoti Singha Roya  and  Santanu Mukherjee*a  

* Corresponding authors

a Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India
E-mail: sm@orgchem.iisc.ernet.in
Fax: +91-80-2360-0529
Tel: +91-80-2293-2850

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

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Article information

DOI
https://doi.org/10.1039/C3CC47645F
Article type
Communication
Submitted
05 Oct 2013
Accepted
23 Oct 2013
First published
23 Oct 2013

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

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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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