Regioselective Carbon–Carbon Bond Cleavage in the Oxidation of Cyclopropenylcarbinols

The strained double bond of cyclopropenylcarbinols undergoes a facile oxidation reaction to lead to unsaturated carbonyl derivatives. The distribution of the formed products depends on the relative stability of carbon-centered radical species, and the Sharpless kinetic resolution leads to enantiomerically pure Baylis–Hillman enal adducts.