The hydroesterification of vinylsilanes, catalyzed by transition-metal complexes, afforded both 8-silyl esters 2 and a-silyl esters 3 in high yield. The Pd (II) complex-catalyzed reaction showed high 8-regioselectivity, whereas the Cq (CO) 8-catalymd reaction showed high a- regioselectivity. Vinylsilanes which bore trialkyl-, diphenylmethyl-, dimethylethoxy-, trimethoxy-, diphenylfluoro-, and difluorophenylsilyl groups were regioselectively, and ...