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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; in revised form: 5 December 2012 / Accepted: 12 December 2012 / Published: 21 December 2012
Abstract: 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
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Moutevelis-Minakakis, P.; Papavassilopoulou, E.; Mavromoustakos, T. Synthesis of New Optically Active 2-Pyrrolidinones. Molecules 2013, 18, 50-73.
Moutevelis-Minakakis P, Papavassilopoulou E, Mavromoustakos T. Synthesis of New Optically Active 2-Pyrrolidinones. Molecules. 2013; 18(1):50-73.
Moutevelis-Minakakis, Panagiota; Papavassilopoulou, Eleni; Mavromoustakos, Thomas. 2013. "Synthesis of New Optically Active 2-Pyrrolidinones." Molecules 18, no. 1: 50-73.