Issue 2, 2010

Asymmetric synthesis of 2-substituted pyrrolidines by addition of Grignard reagents to γ-chlorinated N-tert-butanesulfinyl imine

Abstract

A highly diastereoselective addition of various Grignard reagents to chiral γ-chlorinated N-tert-butanesulfinyl imine resulting in the formation of 2-substituted pyrrolidines is reported. This method is general and also efficient for the preparation of both enantiomers of 2-aryl, 2-alkyl and 2-vinyl substituted pyrrolidines in high yields.

Graphical abstract: Asymmetric synthesis of 2-substituted pyrrolidines by addition of Grignard reagents to γ-chlorinated N-tert-butanesulfinyl imine

Supplementary files

Article information

Article type
Communication
Submitted
25 Aug 2009
Accepted
04 Nov 2009
First published
24 Nov 2009

Chem. Commun., 2010,46, 222-224

Asymmetric synthesis of 2-substituted pyrrolidines by addition of Grignard reagents to γ-chlorinated N-tert-butanesulfinyl imine

L. R. Reddy and M. Prashad, Chem. Commun., 2010, 46, 222 DOI: 10.1039/B917435D

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