A very mild and chemoselective oxidation of alcohols to carbonyl compounds

Authors
De Luca, L Giacomelli, G Porcheddu, A
Citation
L. De Luca et al., A very mild and chemoselective oxidation of alcohols to carbonyl compounds, ORG LETT, 3(19), 2001, pp. 3041-3043
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
19
Year of publication
2001
Pages
3041 - 3043
Database
ISI
SICI code
1523-7060(20010920)3:19<3041:AVMACO>2.0.ZU;2-H
Abstract
[GRAPHICS] Efficient oxidation of primary alcohols and beta -amino alcohols to the cor responding aldehydes and alpha -amino aldehydes can be carried out at room temperature and in methylene chloride, using trichloroisocyanuric acid in t he presence of catalytic TEMPO: aliphatic, benzylic, and allylic alcohols, and beta -amino alcohols are rapidly oxidized without no overoxidation to c arboxylic acids. Secondary carbinols are slowly oxidized so that the reacti on is highly chemoselective.