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Synfacts 2009(12): 1387-1387
DOI: 10.1055/s-0029-1218177
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
J. McNulty*, P. Das
McMaster University, Hamilton, Canada
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
20. November 2009 (online)
Significance
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.