PAPER	Synthesis 2005: 1757-1760   DOI: 10.1055/s-2005-869975
© Georg Thieme Verlag Stuttgart · New York
Selective Oxidation of Benzylic Alcohols and TBDMS Ethers to Carbonyl Compounds with CrO3-H5IO6
Suhong Zhang, Liang Xu, Mark L. Trudell*
Department of Chemistry, University of New Orleans, New Orleans, LA 70148, USA Fax: +1(504)2806860; e-Mail: mtrudell@uno.edu;
Received 2 November 2004

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