Subscribe to RSS
Palladium-Catalyzed Synthesis of Substituted Pyrrolidines
M. A. Lowe, M. Ostovar, S. Ferrini, C. C. Chen, P. G. Lawrence, F. Fontana, A. A. Calabrese, V. K. Aggarwal*
University of Bristol, UK
19 August 2011 (online)
The stereocontrolled synthesis of complex products from simple and readily accessible starting materials is a longstanding challenge of synthetic organic chemistry. The authors report a diastereoselective palladium-catalyzed annulation of vinyl aziridines with Michael acceptors for the synthesis of substituted pyrrolidines. A steric model is proposed that rationalizes the diastereoselectivity observed. This method is further applied towards an elegant and concise (formal) synthesis of (-)-α-kainic acid.