A General Strategy for the Synthesis of Functionalised Piperidines: Stereoselective Route to (-)-Paroxetine and (+)-Femoxetine
David M. Hodgson,* Stephen J. D. Smith, and Yiu-Kwok Lau
Department of Chemistry, University of Exeter, Stocker Road, Exeter EX4 4QD, U.K.
Received July 23, 1993
Summary:
The reaction of N-acyliminium ions derived from cyclic hemiacetals with allyltrimethylsilane provides a general route to functionalised piperidines; this methodology has been applied to the stereoselective synthesis of (-)-paroxetine (1) and (+)-femoxetine (2).