Synlett 2003(4): 0582-0583
DOI: 10.1055/s-2003-37536
SPOTLIGHT
© Georg Thieme Verlag Stuttgart · New York

Pyrrolidine-2-carboxylic Acid
(l-Proline)

Abhimanyu S. Paraskar*
National Chemical Laboratory, Process Development Division, Pashan Road, Pune-411008, India
e-Mail: asparaskar@pd.ncl.res.in;
Further Information

Publication History

Publication Date:
26 February 2003 (online)

Introduction

Pyrrolidine-2-carboxylic acid commonly known as l-Proline (I) has shown, in recent times, excellent catalytic activity, in catalyzing a wide variety of reactions such as aldol, [1] [2] Mannich, [3-5] [10-12] Michael, [6-9] in a highly enantio­selective manner. These reactions have produced a variety of useful chiral materials for organic synthesis.

Most of the l-Proline (I) catalyzed reactions are believed to involve enamine (II) as key intermediate in its catalytic cycle (Scheme [1] ).

Scheme 1 Proline - catalytic cycle for aldol reaction.