TEMPO/NBu4Br-Catalyzed Selective Alcohol Oxidation with Periodic Acid

Mariam Attoui; Jean-Michel Vatèle

doi:10.1055/s-0034-1378913

Synlett, Inhaltsverzeichnis

Synlett 2014; 25(20): 2923-2927
DOI: 10.1055/s-0034-1378913

letter

TEMPO/NBu₄Br-Catalyzed Selective Alcohol Oxidation with Periodic Acid

Authors

Mariam Attoui

Université Lyon 1, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), UMR 5246 CNRS, Equipe SURCOOF, bât. Raulin, 43, Bd du 11 Novembre 1918, 69622 Villeurbanne Cedex, France Fax: +33(4)72431214 eMail: vatele@univ-lyon1.fr
Jean-Michel Vatèle*

Université Lyon 1, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), UMR 5246 CNRS, Equipe SURCOOF, bât. Raulin, 43, Bd du 11 Novembre 1918, 69622 Villeurbanne Cedex, France Fax: +33(4)72431214 eMail: vatele@univ-lyon1.fr

Abstract

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Abstract

Oxidation of primary and secondary alcohols, using catalytic amounts of TEMPO and tetra-n-butylammonium bromide in combination with periodic acid and wet alumina in dichloromethane is described. This oxidizing system is compatible with a broad range of functional groups and acid-sensitive protecting groups. Chemoselective oxidation of secondary alcohols in the presence of primary alcohols was observed.

Key words

alcohols - chemoselectivity - oxidation - periodic acid - TEMPO

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Referenzen

References and Notes

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