Enantioselective organocatalytic addition of azlactones to maleimides: A highly stereocontrolled entry to 2,2-Disubstituted-2H-oxazol-5-ones

Abstract

The first highly diastereo- and enantioselective organocatalytic synthesis of 2,2-disubstituted-2H-oxazol-5-ones is described. The addition of oxazolones to maleimides is promoted by bifunctional thiourea catalysts, which afford the corresponding 2,2-disubstituted-2H-oxazol-5-ones with total regio- and stereocontrol. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA. Weinheim.