Issue 19, 2011
From the journal:

Organic & Biomolecular Chemistry

Proline-based reduced dipeptides as recyclable and highly enantioselective organocatalysts for asymmetric Michael addition†

Xiaohui Cao,a   Ge Wang,a   Richeng Zhang,a   Yingying Wei,a   Wei Wang,a   Huichao Suna  and  Ligong Chen*a  

* Corresponding authors

a School of Chemical Engineering and Technology, Tianjin University, Tianjin, P.R. China
E-mail: lgchen@tju.edu.cn
Fax: (+86)-22-27406314
Tel: (+86)-22-27406314

Abstract

A series of novel proline-based reduced dipeptides was developed and evaluated for a direct Michael addition of ketones and aldehydes to nitroalkenes. Excellent yields (up to 95%), diastereoselectivities (up to 98% dr) and enantioselectivities (up to 98% ee) were achieved in the presence of 5 mol% catalyst without any additional additives at room temperature.

Graphical abstract: Proline-based reduced dipeptides as recyclable and highly enantioselective organocatalysts for asymmetric Michael addition

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Article information

DOI
https://doi.org/10.1039/C1OB05679D
Article type
Communication
Submitted
30 Apr 2011
Accepted
20 Jul 2011
First published
21 Jul 2011

Org. Biomol. Chem., 2011,9, 6487-6490

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Proline-based reduced dipeptides as recyclable and highly enantioselective organocatalysts for asymmetric Michael addition

X. Cao, G. Wang, R. Zhang, Y. Wei, W. Wang, H. Sun and L. Chen, Org. Biomol. Chem., 2011, 9, 6487 DOI: 10.1039/C1OB05679D

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