SELECTIVE AND EFFICIENT OXIDATIVE DEPROTECTION OF TRIMETHYLSILYL AND TETRAHYDROPYRANYL ETHERS, ETHYLENE ACETALS AND KETALS WITH n-BUTYLTRIPHENYLPHOSPHONIUM PEROXODISULFATE (BuⁿPPh₃)₂S₂O₈

ABSTRACT

n-Butyltriphenylphosphonium peroxodisulfate in refluxing acetonitrile transforms trimethylsilyl (TMS) and tetrahydropyranyl (THP) ethers, ethylene acetals and ketals to their corresponding carbonyl compounds in excellent yields. Selective oxidative deprotection of TMS and THP ethers in the presence of ethylene acetals (ketals) is of additional importance in this method.

ACKNOWLEDGMENT

We are thankful to the Isfahan University Research Council for partial support of this work.