Issue 53, 2016
From the journal:

Chemical Communications

N,N′-Dioxide/nickel(ii)-catalyzed asymmetric Diels–Alder reaction of cyclopentadiene with 2,3-dioxopyrrolidines and 2-alkenoyl pyridines†

Yan Lu,a   Yuhang Zhou,a   Lili Lin,*a   Haifeng Zheng,a   Kai Fu,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: lililin@scu.edu.cn, xmfeng@scu.edu.cn
Fax: +86 28 85418249

Abstract

A chiral N,N′-dioxide/Ni(OTf)2 complex-catalyzed asymmetric Diels–Alder reaction of cyclopentadiene with 2,3-dioxopyrrolidines and 2-alkenoyl pyridines has been achieved. The corresponding chiral bridged compounds were obtained in high yields with excellent dr and ee values (up to 97% yield, 95 : 5 dr and 97% ee).

Graphical abstract: N,N′-Dioxide/nickel(ii)-catalyzed asymmetric Diels–Alder reaction of cyclopentadiene with 2,3-dioxopyrrolidines and 2-alkenoyl pyridines

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Article information

DOI
https://doi.org/10.1039/C6CC03346F
Article type
Communication
Submitted
21 Apr 2016
Accepted
31 May 2016
First published
10 Jun 2016

Chem. Commun., 2016,52, 8255-8258

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N,N′-Dioxide/nickel(II)-catalyzed asymmetric Diels–Alder reaction of cyclopentadiene with 2,3-dioxopyrrolidines and 2-alkenoyl pyridines

Y. Lu, Y. Zhou, L. Lin, H. Zheng, K. Fu, X. Liu and X. Feng, Chem. Commun., 2016, 52, 8255 DOI: 10.1039/C6CC03346F

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