A concise method was developed to prepare chiral a-monofluorinated-β-amino esters through N-sulfinyl urea catalyzed asymmetric hydrosilylation of a-fluoro-β-enamino esters, which affords high yields, good to high di- astereoselectivities (up to〉99/1), and moderate to good enantioselectivities (up to 83% ee).