Catalyst-Controlled Regiodivergent Oxidation of Unsymmetrical Diols

Abstract

In this work we use aminoxyl-peptide conjugates to catalyze the regiodivergent oxidation of unsymmetrical diols. Through structural tuning of both the aminoxyl catalytic core and the chiral peptide backbone, we achieved catalyst control that either reinforces or overrides the intrinsic steric bias, leading to oxidation of either the less hindered or the more hindered alcohol in high selectivity.