Selective Oxidation of Benzylic Alcohols and TBDMS Ethers to Carbonyl Compounds with CrO₃-H₅IO₆

Abstract

Benzyl alcohols and benzyl TBDMS ethers were efficiently oxidized to the corresponding carbonyl compounds in high yield with periodic acid catalyzed by CrO₃ at low temperature (-78 °C). The oxidation procedure was highly functional group tolerant and very selective for the TBDMS group over the TBDPS group.

Key words

chromium - oxidation - benzylic alcohols - aldehydes - ketones

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