Abstract Lipase-catalyzed transesterification of 2-methyl-1, 3-propanediol 1 in chloroform affords enantiomerically pure (S)-(−)-acetate 2, from which the (R)-(+)-silyl ethers 4a-b can be efficiently prepared (> 98% ee). The (S)-TBDPS derivative 4b could be also efficiently and enantioselectively prepared by the same enzymatic procedure, starting from racemic 5b.