Kinetic resolution of 2-substituted 3-hydroxy esters was examined by l
ipase PS catalyzed transesterification using vinyl acetate as an acyl
donor. Resolution of (+/-)-syn- and -anti-1a, -1e possessing a small m
ethyl group at the C-3 position was accomplished enantioselectively. T
he outcome of the resolution seems to be related to the differences in
size of the substituents at the stereocenter bearing a secondary hydr
oxy group. (C) 1998 Wiley-Liss, Inc.