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Issue 39, 2013
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Organocatalytic oxidation of aldehydes to mixed anhydrides

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Abstract

TEMPO catalyzes the direct oxidation of aldehydes to mixed anhydrides in the presence of a carboxylic acid. The anhydrides can be converted in situ to esters, secondary, tertiary or Weinreb amides in high yield. Oxidation of the aldehyde directly to 2-propyl esters is also possible using only catalytic amounts of acid. The oxidation reactions are rapid and take place under mild conditions.

Graphical abstract: Organocatalytic oxidation of aldehydes to mixed anhydrides

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Publication details

The article was received on 19 Jul 2012, accepted on 29 Aug 2012 and first published on 31 Aug 2012


Article type: Communication
DOI: 10.1039/C2CC35220F
Citation: Chem. Commun., 2013,49, 4367-4369
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    Organocatalytic oxidation of aldehydes to mixed anhydrides

    H. Toledo, E. Pisarevsky, A. Abramovich and A. M. Szpilman, Chem. Commun., 2013, 49, 4367
    DOI: 10.1039/C2CC35220F

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