LETTER	Synlett 2006: 2055-2058   DOI: 10.1055/s-2006-948181
© Georg Thieme Verlag Stuttgart · New York
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 Fax: +33(4)72431214; e-Mail: vatele@univ-lyon1.fr;
Received 28 March 2006

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 (PhIO) is described. This procedure operates at room temperature or above to afford carbonyl compounds in excellent yields without over-oxidation to carboxylic acids. Oxidation of primary alcohols in the ­presence of secondary alcohols proceeded with good selectivity.

Key words

alcohols - iodosylbenzene - oxidation - TEMPO - ytterbium trifluoromethanesulfonate