Issue 54, 2013
From the journal:

Chemical Communications

Organocatalytic asymmetric desymmetrization: efficient construction of spirocyclic oxindoles bearing a unique all-carbon quaternary stereogenic center via sulfa-Michael addition†

Lu Yao,ab   Kang Liu,a   Hai-Yan Tao,a   Guo-Fu Qiu,c   Xiang Zhoua  and  Chun-Jiang Wang*ab  

* Corresponding authors

a College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China
E-mail: cjwang@whu.edu.cn
Fax: +86-27-68754067

b State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, China

c School of Pharmaceutical Sciences, Wuhan University, Wuhan 430072, China

Abstract

An unprecedented enantioselective desymmetrization of spiro cyclohexadienone oxindoles has been developed successfully via organocatalyzed asymmetric SMA, which provides facile access to spirocyclic oxindoles bearing a unique all-carbon quaternary stereogenic center with excellent levels of stereoselectivity.

Graphical abstract: Organocatalytic asymmetric desymmetrization: efficient construction of spirocyclic oxindoles bearing a unique all-carbon quaternary stereogenic center via sulfa-Michael addition

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Article information

DOI
https://doi.org/10.1039/C3CC42587H
Article type
Communication
Submitted
09 Apr 2013
Accepted
15 May 2013
First published
16 May 2013

Chem. Commun., 2013,49, 6078-6080

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Organocatalytic asymmetric desymmetrization: efficient construction of spirocyclic oxindoles bearing a unique all-carbon quaternary stereogenic center via sulfa-Michael addition

L. Yao, K. Liu, H. Tao, G. Qiu, X. Zhou and C. Wang, Chem. Commun., 2013, 49, 6078 DOI: 10.1039/C3CC42587H

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