A very mild and chemoselective oxidation of alcohols to carbonyl compounds
L De Luca1, G Giacomelli, A Porcheddu
1Dipartimento di Chimica, Università degli Studi di Sassari, via Vienna 2, I-07100 Sassari, Italy.
Abstract:
Efficient oxidation of primary alcohols and beta-amino alcohols to the corresponding aldehydes and alpha-amino aldehydes can be carried out at room temperature and in methylene chloride, using trichloroisocyanuric acid in the presence of catalytic TEMPO: aliphatic, benzylic, and allylic alcohols, and beta-amino alcohols are rapidly oxidized without no overoxidation to carboxylic acids. Secondary carbinols are slowly oxidized so that the reaction is highly chemoselective. Reaction: see text.
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