Asymmetric Electrochemical Oxidation of 1,2-Diols, Aminoalcohols, and Aminoaldehydes in the Presence of Chiral Copper Catalyst.

Abstract Asymmetric oxidation of 1,2-diols, aminoalcohols, and aminoaldehydes in the presence of copper(II) triflate and (R,R)-Ph-BOX was accomplished by electrochemical method using Br− as a mediator. This oxidation was applicable to kinetic resolution of racemic cis-cycloalkane-1,2-diols, aminoalcohols, and aminoaldehydes to afford optically active compounds with good to high enantioselectivity.