TEMPO/NBu₄Br-Catalyzed Selective Alcohol Oxidation with Periodic Acid

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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