Issue 8, 2010
From the journal:

Chemical Communications

Highly enantioselective α-chlorination of cyclic β-ketoesters catalyzed by N,N′-Dioxide using NCS as the chlorine source†

Yunfei Cai,a   Wentao Wang,a   Ke Shen,a   Jun Wang,a   Xiaolei Hu,a   Lili Lin,a   Xiaohua Liua  and  Xiaoming Feng*a  

* Corresponding authors

a Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China
E-mail: xmfeng@scu.edu.cn
Fax: +86 28 85418249
Tel: +86 28 85418249

Abstract

A simple and highly efficient N,N′-dioxide organocatalyst system was developed for the asymmetric α-chlorination of cyclic β-ketoesters using easily available NCS as the chlorine source to provide a series of optically active α-chloro-β-ketoesters in excellent yields with 90–98% ee.

Graphical abstract: Highly enantioselective α-chlorination of cyclic β-ketoesters catalyzed by N,N′-Dioxide using NCS as the chlorine source

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Article information

DOI
https://doi.org/10.1039/B922769E
Article type
Communication
Submitted
30 Oct 2009
Accepted
17 Dec 2009
First published
22 Jan 2010

Chem. Commun., 2010,46, 1250-1252

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Highly enantioselective α-chlorination of cyclic β-ketoesters catalyzed by N,N′-Dioxide using NCS as the chlorine source

Y. Cai, W. Wang, K. Shen, J. Wang, X. Hu, L. Lin, X. Liu and X. Feng, Chem. Commun., 2010, 46, 1250 DOI: 10.1039/B922769E

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