Issue 64, 2014
From the journal:

Chemical Communications

A catalytic asymmetric hetero-Diels–Alder reaction of olefinic azlactones and isatins: facile access to chiral spirooxindole dihydropyranones†

Tai-Ping Gao,a   Jun-Bing Lin,a   Xiu-Qin Hua  and  Peng-Fei Xu*a  

* Corresponding authors

a State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P.R. China
E-mail: xupf@lzu.edu.cn

Abstract

A catalytic asymmetric hetero-Diels–Alder (HDA) reaction has been achieved through hydrogen-bond directed γ-addition of olefinic azlactones to isatins. This methodology provides an efficient access to spirooxindole dihydropyranones in moderate to good yields and with excellent enantioselectivities.

Graphical abstract: A catalytic asymmetric hetero-Diels–Alder reaction of olefinic azlactones and isatins: facile access to chiral spirooxindole dihydropyranones

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Article information

DOI
https://doi.org/10.1039/C4CC03896G
Article type
Communication
Submitted
21 May 2014
Accepted
20 Jun 2014
First published
20 Jun 2014

Chem. Commun., 2014,50, 8934-8936

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A catalytic asymmetric hetero-Diels–Alder reaction of olefinic azlactones and isatins: facile access to chiral spirooxindole dihydropyranones

T. Gao, J. Lin, X. Hu and P. Xu, Chem. Commun., 2014, 50, 8934 DOI: 10.1039/C4CC03896G

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