Issue 12, 2017
From the journal:

Chemical Communications

Highly diastereo- and enantioselective synthesis of spirooxindole-cyclohexaneamides through N,N′-dioxide/Ni(ii)-catalyzed Diels–Alder reactions†

Yuhang Zhou,a   Yan Lu,a   Xinyue Hu,a   Hongjiang Mei,a   Lili Lin,*a   Xiaohua Liua  and  Xiaoming Feng ORCID logo *a  

* Corresponding authors

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

Abstract

Highly efficient asymmetric Diels–Alder reactions of methyleneindolinones with 1,3-dienylcarbamates and 1,2-dihydropyridines have been accomplished by using a chiral N,N′-dioxide/nickel(II) complex as an efficient catalyst. New kinds of spirooxindole-cyclohexaneamides were achieved in up to 99% yield, >95 : 5 dr, and 99% ee.

Graphical abstract: Highly diastereo- and enantioselective synthesis of spirooxindole-cyclohexaneamides through N,N′-dioxide/Ni(ii)-catalyzed Diels–Alder reactions

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Article information

DOI
https://doi.org/10.1039/C6CC10125A
Article type
Communication
Submitted
21 Dec 2016
Accepted
19 Jan 2017
First published
30 Jan 2017

Chem. Commun., 2017,53, 2060-2063

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Highly diastereo- and enantioselective synthesis of spirooxindole-cyclohexaneamides through N,N′-dioxide/Ni(II)-catalyzed Diels–Alder reactions

Y. Zhou, Y. Lu, X. Hu, H. Mei, L. Lin, X. Liu and X. Feng, Chem. Commun., 2017, 53, 2060 DOI: 10.1039/C6CC10125A

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