Issue 39, 2011
From the journal:

Chemical Communications

Asymmetric construction of trifluoromethylated pyrrolidinesviaCu(i)-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with 4,4,4-trifluorocrotonates†

Qing-Hua Li,‡a   Min-Chao Tong,‡a   Jun Li,a   Hai-Yan Taoa  and  Chun-Jiang Wang*ab  

* Corresponding authors

a College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China
E-mail: cjwang@whu.edu.cn
Fax: +86-27-68754067

b Shanghai Institute of Organic Chemistry, 354 Fenglin Road, Shanghai 200032, China

Abstract

Trifluoromethylated pyrrolidines have been synthesized viacatalytic asymmetric 1,3-dipolar cycloaddition with excellent stereoselectivity for the first time. Epimerization of the endo-pyrrolidines obtained from cis-4,4,4-trifluorocrotonate into the exo-pyrrolidines was also revealed.

Graphical abstract: Asymmetric construction of trifluoromethylated pyrrolidinesviaCu(i)-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with 4,4,4-trifluorocrotonates

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Article information

DOI
https://doi.org/10.1039/C1CC14295J
Article type
Communication
Submitted
16 Jul 2011
Accepted
25 Aug 2011
First published
12 Sep 2011

Chem. Commun., 2011,47, 11110-11112

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Asymmetric construction of trifluoromethylated pyrrolidinesviaCu(I)-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with 4,4,4-trifluorocrotonates

Q. Li, M. Tong, J. Li, H. Tao and C. Wang, Chem. Commun., 2011, 47, 11110 DOI: 10.1039/C1CC14295J

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