Synfacts 2009(12): 1387-1387  
DOI: 10.1055/s-0029-1218177
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

One-Pot Method for the Homologation of Aldehydes to Carboxylic Acids

Contributor(s): Paul Knochel, Andreas J. Wagner
J. McNulty*, P. Das
McMaster University, Hamilton, Canada
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Publication History

Publication Date:
20 November 2009 (online)


The authors present a highly efficient method for the one-carbon homologation of aliphatic and aromatic aldehydes bearing acid-resistant functional groups. A Peterson olefination converts the aldehyde substrate into an α-phos-phonoenamine, which is subsequently hydrolyzed by aqueous hydrobromic acid yielding the free homologated carboxylic acid.