Mild and highly chemoselective oxidation of thioethers mediated by Sc(OTf)3

Org Lett. 2003 Feb 6;5(3):235-7. doi: 10.1021/ol026947i.

Abstract

[reaction: see text] Catalytic Sc(OTf)(3) greatly increases the efficiency of hydrogen peroxide mediated monooxidation of alkyl-aryl sulfides and methyl cysteine containing peptides. The method is high yielding, compatible with many widely used protecting groups, suitable for solid-phase applications and proceeds with minimum over-oxidation.