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Synthesis 1988; 1988(7): 534-535
DOI: 10.1055/s-1988-27626
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An Efficient One-Pot Preparation of 2,4-Pentadienoic Esters from α,β-Unsaturated Aldehydes

J. Rodriguez* , B. Waegell
  • *Laboratoire de Stéréochimie associé au CNRS (UA 109), Université d'Aix-Marseille III, Faculté des Sciences de St-Jérôme, Avenue Escadrille Normandie-Niémen, F-13397 Marseille Cedex 13, France
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Publication Date:
18 September 2002 (online)

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α,β-Unsaturated aldehydes react with monoalkyl malonates in pyridine with a catalytic amount of dimethylaminopyridine (DMAP) in a regio-and stereoselective process to yield almost exclusively 2,4-pentadienoic esters with essentially (and in many cases exclusively) the 2E-stereochemistry.