Issue 85, 2012
From the journal:

Chemical Communications

Asymmetric synthesis of a structurally and stereochemically complex spirooxindole pyran scaffold through an organocatalytic multicomponent cascade reaction†

Xin Xie,a   Cheng Peng,*ab   Gu He,c   Hai-Jun Leng,a   Biao Wang,b   Wei Huang*b  and  Bo Han*a  

* Corresponding authors

a State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, P. R. China
E-mail: hanbo@cdutcm.edu.cn, pengchengchengdu@126.com
Fax: +86 28 61800234

b School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, P. R. China
E-mail: 2157882@qq.com

c State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu 610041, P. R. China
Fax: +86 28 85503817

Abstract

A novel and convenient organocatalytic tandem reaction has been developed for the asymmetric assembly of saturated aldehydes (or enals), nitroolefins and isatins to produce six-membered oxa-spirooxindole backbones bearing four contiguous stereogenic centers and multiple functional groups with high stereoselectivity.

Graphical abstract: Asymmetric synthesis of a structurally and stereochemically complex spirooxindole pyran scaffold through an organocatalytic multicomponent cascade reaction

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Article information

DOI
https://doi.org/10.1039/C2CC36011J
Article type
Communication
Submitted
19 Aug 2012
Accepted
04 Sep 2012
First published
04 Sep 2012

Chem. Commun., 2012,48, 10487-10489

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Asymmetric synthesis of a structurally and stereochemically complex spirooxindole pyran scaffold through an organocatalytic multicomponent cascade reaction

X. Xie, C. Peng, G. He, H. Leng, B. Wang, W. Huang and B. Han, Chem. Commun., 2012, 48, 10487 DOI: 10.1039/C2CC36011J

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