Subsequently, we explored the scope of this oxidative kinetic resolution. Diols with alkyl (3b, 3c), aryl (3d), or carbonyl (3e) substituents were transformed into the corresponding CBBC derivatives in moderate-to-good yield (23%-38%) with good-to-excellent enantioselectivity (85%-96% ee). The reactions of brominated diols (3f-3i) also proceeded with moderate-to-high enantioselectivity (up to 80% ee), albeit in low yield (3%-21%), due to the low solubility of the diols under these conditions. Furthermore, this protocol is applicable to the larger PAH 5, which afforded compound 7 in 15% yield over two steps with good enantioselectivity (71% ee). Even though the enantioselective oxidation of diols to hydroxyketones using a chiral hypervalent iodine has already been reported , this work represents the first example of enantioselective glycol cleavage.