Reductive Cleavage of Hydroxylamine Derivatives by Dihydrolipoic Acid-Iron(II)

Article abstract of DOI:10.1021/jo00137a008

The reduction of hydroxylamine derivatives was attempted with dihydrolipoic acid-iron(II) to obtain corresponding alcohols and amines in high yields under a mild condition (pH 9.1, 30 deg C).Some dithiols other than dihydrolipoic acid which cyclize to form disulfides were also useful for the reduction, and ferrous ion worked as an effective catalyst.From the spectroscopic and kinetic studies, the reduction was found to proceed through 1:1:1 complex formation among dihydrolipoic acid, ferrous ion, and N-O compounds.