2014•SynlettRequires access

TEMPO/NBu4Br-Catalyzed Selective Alcohol Oxidation with Periodic Acid

Jean‐Michel Vatèle, Mariam Attoui

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.

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Key concepts: Oxidizing agent, Alcohol oxidation, Dichloromethane, Primary (astronomy), Alcohol, Catalysis, Bromide, Chemistry