We herein report the first example of iridium-catalyzed enantioselective C(sp3)-H borylation of cyclo-butanes using benzoxazoline as the directing group.The combination of a chiral bidentate boryl ligand and an iridium precursor has found to effectively catalyze C(sp3)-H borylation to afford a variety of cyclobutylboronates with good to excellent enantioselectivities.We also demonstrate the synthetic utilility of the current method by converting the stereogenic C-B bond to other functionalities.