Issue 18, 2010
From the journal:

Chemical Communications

Asymmetric synthesis of 2-arylpyrrolidines starting from γ-chloro N-(tert-butanesulfinyl)ketimines†

Erika Leemans,a   Sven Mangelinckx‡a  and  Norbert De Kimpe*a  

* Corresponding authors

a Department of Organic Chemistry, Faculty of Bioscience Engineering, Ghent University, Coupure Links 653, B-9000 Ghent, Belgium
E-mail: norbert.dekimpe@UGent.be
Fax: +329264 6243
Tel: +329264 5950

Abstract

The enantioselective reductive cyclization of γ-chloro N-(tert-butanesulfinyl)ketimines towards the short and efficient synthesis of (S)- and (R)-2-arylpyrrolidines (ee >99%) is described for the first time by treatment with LiBEt3H and subsequent acid deprotection.

Graphical abstract: Asymmetric synthesis of 2-arylpyrrolidines starting from γ-chloro N-(tert-butanesulfinyl)ketimines

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Article information

DOI
https://doi.org/10.1039/B925209F
Article type
Communication
Submitted
01 Dec 2009
Accepted
05 Mar 2010
First published
31 Mar 2010

Chem. Commun., 2010,46, 3122-3124

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Asymmetric synthesis of 2-arylpyrrolidines starting from γ-chloro N-(tert-butanesulfinyl)ketimines

E. Leemans, S. Mangelinckx and N. De Kimpe, Chem. Commun., 2010, 46, 3122 DOI: 10.1039/B925209F

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