Issue 70, 2016
From the journal:

Chemical Communications

Highly enantioselective construction of carbazole derivatives via [4+2] cycloaddition of silyloxyvinylindoles and β,γ-unsaturated α-ketoesters†

Xiaohu Zhao,a   Hongjiang Mei,a   Qian Xiong,a   Kai Fu,a   Lili Lin,*a   Xiaohua Liua  and  Xiaoming Feng*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

A highly efficient catalytic asymmetric [4+2] cycloaddition of silyloxyvinylindoles with β,γ-unsaturated α-ketoesters has been accomplished by an available chiral N,N′-dioxide/yttrium triflate complex. A widespread range of carbazole derivatives were obtained in 47–98% yield with 86–99% ee under mild reaction conditions.

Graphical abstract: Highly enantioselective construction of carbazole derivatives via [4+2] cycloaddition of silyloxyvinylindoles and β,γ-unsaturated α-ketoesters

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Article information

DOI
https://doi.org/10.1039/C6CC05328A
Article type
Communication
Submitted
27 Jun 2016
Accepted
01 Aug 2016
First published
02 Aug 2016

Chem. Commun., 2016,52, 10692-10695

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Highly enantioselective construction of carbazole derivatives via [4+2] cycloaddition of silyloxyvinylindoles and β,γ-unsaturated α-ketoesters

X. Zhao, H. Mei, Q. Xiong, K. Fu, L. Lin, X. Liu and X. Feng, Chem. Commun., 2016, 52, 10692 DOI: 10.1039/C6CC05328A

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