Yb(OTf)₃-Catalyzed Oxidation of Alcohols with Iodosylbenzene Mediated by TEMPO

Jean-Michel Vatèle*

*Université Claude Bernard, ESCPE, Laboratoire de Chimie Organique 1, UMR 5181 CNRS, 43 Boulevard du 11 Novembre 1918, 69622 Villeurbanne, France, Email: vateleuniv-lyon1.fr

J.-M. Vatèle, Synlett, 2006, 2055-2058.

DOI: 10.1055/s-2006-948181

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Abstract

A rapid oxidation of primary and secondary alcohols using catalytic amounts of TEMPO and Yb(OTf)₃ in combination with a stoichiometric amount of iodosylbenzene afforded carbonyl compounds in excellent yields without over-oxidation. Oxidation of primary alcohols in the presence of secondary alcohols proceeded with good selectivity.

see article for more examples

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One-Pot Bi(OTf)₃-Catalyzed Oxidative Deprotection of tert-Butyldimethyl Silyl Ethers with TEMPO and Co-Oxidants

J.-M. Vatèle, Synlett, 2006, 2055-2058.

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Key Words

alcohols, aldehydes, ketones, iodosylbenzene, oxidation, TEMPO, ytterbium trifluoromethanesulfonate

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ID: J60-Y2006-4570