Issue 38, 2014
From the journal:

Chemical Communications

Highly diastereo- and enantioselective Michael addition of 3-substituted benzofuran-2(3H)-ones to 4-oxo-enoates catalyzed by lanthanide(iii) complexes†

Zhen Wang,a   Qian Yao,a   Tengfei Kang,a   Juhua Feng,a   Xiaohua Liu,a   Lili Lina  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

An efficient lanthanide(III)-catalyzed diastereo- and enantioselective Michael addition of 3-substituted benzofuran-2(3H)-ones to 4-oxo-enoates was developed. The desired adducts with contiguous quaternary–tertiary stereocenters were obtained in up to 99% yield with up to >95/5 dr and 98% ee.

Graphical abstract: Highly diastereo- and enantioselective Michael addition of 3-substituted benzofuran-2(3H)-ones to 4-oxo-enoates catalyzed by lanthanide(iii) complexes

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Article information

DOI
https://doi.org/10.1039/C4CC01499E
Article type
Communication
Submitted
27 Feb 2014
Accepted
23 Mar 2014
First published
04 Apr 2014

Chem. Commun., 2014,50, 4918-4920

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Highly diastereo- and enantioselective Michael addition of 3-substituted benzofuran-2(3H)-ones to 4-oxo-enoates catalyzed by lanthanide(III) complexes

Z. Wang, Q. Yao, T. Kang, J. Feng, X. Liu, L. Lin and X. Feng, Chem. Commun., 2014, 50, 4918 DOI: 10.1039/C4CC01499E

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