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Molecules 2013, 18(1), 50-73; doi:10.3390/molecules18010050

Synthesis of New Optically Active 2-Pyrrolidinones

Laboratory of Organic Chemistry, Department of Chemistry, University of Athens, Panepistimiopolis, Athens 15771, Greece
Author to whom correspondence should be addressed.
Received: 6 November 2012 / Revised: 5 December 2012 / Accepted: 12 December 2012 / Published: 21 December 2012
(This article belongs to the Section Organic Synthesis)
Download PDF [360 KB, 18 June 2014; original version 18 June 2014]


A new class of optically active 2-pyrrolidinones was synthesized, starting from S-pyroglutamic acid, a well known natural chiral synthon. The synthetic design followed led to the insertion of various substituents at positions 1 and 5 of the 2-pyrrolidinone ring, including the imidazole moiety. Some of them possess two or three stereogenic centers, the configuration of which was retained under the mild conditions used. The new compounds also carry an imidazole moiety, which, along with the 2-pyrrolidinone template, may prove pivotal to several biological processes.
Keywords: S-pyroglutamic acid; 2-pyrrolidinone; imidazole S-pyroglutamic acid; 2-pyrrolidinone; imidazole
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Moutevelis-Minakakis, P.; Papavassilopoulou, E.; Mavromoustakos, T. Synthesis of New Optically Active 2-Pyrrolidinones. Molecules 2013, 18, 50-73.

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