Electroreduction d'une oxime chirale. Obtention d'une dicetopiperazine optiquement active

Abstract Electrochemical reduction of methyl benzhydroxyiminoformyl (S)-prolinate leads to a mixture of the two epimers of pyrrolo [1,2a] 3-phenyl 1,4-diketopiperazine Separation and identification of the two isomers show that preferential formation of the SS epimer is always observed. The optical yield can reach 34%. An explanation is proposed which takes in account influence of the electrolysis conditions (acidity of the medium, cathodic potential).