Issue 58, 2013
From the journal:

Chemical Communications

Aerobic oxidation of NHC-catalysed aldehyde esterifications with alcohols: benzoin, not the Breslow intermediate, undergoes oxidation†

Eoghan G. Delany,a   Claire-Louise Fagan,a   Sivaji Gundala,a   Kirsten Zeitler*b  and  Stephen J. Connon*a  

* Corresponding authors

a Centre for Synthesis and Chemical Biology, Trinity Biomedical Sciences Institute, School of Chemistry, The University of Dublin, Trinity College, Dublin 2, Ireland
E-mail: connons@tcd.ie
Fax: +353 16712826

b Institut für Organische Chemie, Universität Leipzig, D-04103 Leipzig, Germany
E-mail: kzeitler@uni-leipzig.de
Fax: +49-341-97-36599

Abstract

Benzoin (and neither the Breslow intermediate nor the NHC–aldehyde tetrahedral adduct) has been unambiguously identified as the oxidised species in aerobic NHC-catalysed aldehyde esterifications.

Graphical abstract: Aerobic oxidation of NHC-catalysed aldehyde esterifications with alcohols: benzoin, not the Breslow intermediate, undergoes oxidation

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Article information

DOI
https://doi.org/10.1039/C3CC42597E
Article type
Communication
Submitted
09 Apr 2013
Accepted
03 Jun 2013
First published
14 Jun 2013

Chem. Commun., 2013,49, 6513-6515

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Aerobic oxidation of NHC-catalysed aldehyde esterifications with alcohols: benzoin, not the Breslow intermediate, undergoes oxidation

E. G. Delany, C. Fagan, S. Gundala, K. Zeitler and S. J. Connon, Chem. Commun., 2013, 49, 6513 DOI: 10.1039/C3CC42597E

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