Enantioselective electrocatalytic oxidation of racemic amines using a chiral 1-azaspiro[5.5]undecane N-oxyl radical

A preparative electrocatalytic oxidation of racemic amines, which contain a chiral centre alpha to the amino group, on (6S, 7R, 10R)-4-acetylamino-2,2 ,7-trimethyl-10-isopropyl-1-azaspiro[5.5]undecane N-oxyl yielded mixtures o f carbonyl compounds (54.3-66.1%) and amines (33.9-45.7%) after 5 h of elec trolysis, in which the current efficiency, turnover number, enantiopurity o f the remaining (R)- isomers and S values were 90.7-94.8%, 21.7-26.5, 62-78 % and 4.7-5.8, respectively.