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Synfacts 2009(1): 0096-0096
DOI: 10.1055/s-0028-1087419
DOI: 10.1055/s-0028-1087419
Organo- and Biocatalysis
© Georg Thieme Verlag
Stuttgart ˙ New York
Biomimetic Aldehyde Oxidation Catalyzed by NHCs
J. Guin, S. De Sarkar, S. Grimme, A. Studer*
Westfälische Wilhelms-Universität, Münster, Germany
Further Information
Publication History
Publication Date:
18 December 2008 (online)
![](https://www.thieme-connect.de/media/synfacts/200901/lookinside/thumbnails/10.1055-s-0028-1087419-1.jpg)
Significance
The authors report a protocol for the organocatalytic oxidation of various aldehydes to the corresponding carboxylic acid derivatives. The reaction is catalyzed by simple N-heterocyclic carbenes (NHC) at low catalyst loadings (usually 0.5-2 mol%) and uses TEMPO as the stoichiometric oxidant. The procedure turned out to be highly efficient (yields up to 98%) and chemoselective with respect to several oxidizable functional groups.
Review: D. Enders, O. Niemeier, A. Henseler Chem. Rev. 2007, 107, 5606-5656.