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Synlett 2006(13): 2055-2058
DOI: 10.1055/s-2006-948181
DOI: 10.1055/s-2006-948181
LETTER
© Georg Thieme Verlag Stuttgart · New York
Yb(OTf)3-Catalyzed Oxidation of Alcohols with Iodosylbenzene Mediated by TEMPO
Further Information
Publication History
Received
28 March 2006
Publication Date:
09 August 2006 (online)


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