Oxidative deprotection of trimethylsilyl ethers, tetrahydropyranyl ethers, and ethylene acetals with benzyltriphenylphosphonium peroxymonosulfate under microwave irradiation

Abstract

This paper describes the oxidation deprotection of trimethylsilyl ethers, tetrahydrophyranyl ethers and deprotection of ethylene acetals to afford carbonyl compounds using benzyltriphenylphosphonium peroxymonosulfate (1) (PhCH2PPh3HSO5) in the presence of a catalytic amount of bismuth chloride under microwave irradiation. This reagent is a stable white powder, which has been prepared by the drop-wise addition of an aqueous solution of benzyltriphenyl-phosphonium chloride to an aqueous solution of oxone® at room temperature.