An efficient method for selective oxidation of 1,2-diols in water catalyzed by Me2SnCl2

Abstract

Dimethyltin(IV)dichloride-catalyzed selective oxidation of 1,2-diols in water was achieved using dibromoisocyanuric acid (DBI) or Br₂ as oxidants. The catalyst activates the 1,2-diol moiety through the formation of stannylene acetal in addition to enhancing selectivity. Various cyclic and acyclic 1,2-diol substrates have been selectively oxidized affording α-hydroxyketones in good to excellent yields. This method is safe and simple in operation.