Issue 11, 2005
From the journal:

Chemical Communications

A simple method for the α-oxygenation of aldehydes

Cory S. Beshara,a   Adrian Hall,b   Robert L. Jenkins,a   Teyrnon C. Jones,a   Rachael T. Parry,a   Stephen P. Thomasa  and  Nicholas C. O. Tomkinson*a  

* Corresponding authors

a School of Chemistry, Cardiff University, PO Box 912, Cardiff, UK
E-mail: tomkinsonnc@cardiff.ac.uk
Fax: +44 29 20874030
Tel: +44 29 20874068

b Neurology & GI Centre of Excellence for Drug Discovery, GlaxoSmithKline Pharmaceuticals, New Frontiers Science Park, Third Avenue, Harlow, Essex, UK

Abstract

A mild, efficient and general method for the chemospecific α-oxygenation of aldehydes is described. Treatment of a series of aldehydes with N-tert-butyl-O-benzoyl hydroxylamine hydrochloride gives the corresponding α-oxygenated carbonyl via a proposed pericyclic rearrangement process.

Graphical abstract: A simple method for the α-oxygenation of aldehydes

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Article information

DOI
https://doi.org/10.1039/B418101H
Article type
Communication
Submitted
02 Dec 2004
Accepted
23 Dec 2004
First published
24 Jan 2005

Chem. Commun., 2005, 1478-1480

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A simple method for the α-oxygenation of aldehydes

C. S. Beshara, A. Hall, R. L. Jenkins, T. C. Jones, R. T. Parry, S. P. Thomas and N. C. O. Tomkinson, Chem. Commun., 2005, 1478 DOI: 10.1039/B418101H

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