The first catalytic asymmetric synthesis of highly functionalizeddifluoromethylated cyclopropanes is described. The method, based on arhodium-catalyzed cyclopropanation of difluoromethylated olefins,gives access to abroad range of cyclopropanes bearing ester,ketone,ornitro functional groups. By using Rh 2 ((S)-BTPCP) 4 as ac atalyst, the corresponding products were obtained in high yields and high diastereo-and enantioselectivities (up 20:1 d.r.a nd 99 %e e). This methodology allowed preparation of enantioenriched difluoromethylcyclopropanes for the first time.