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Synlett 1998; 1998(12): 1399-1401
DOI: 10.1055/s-1998-1955
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Prenylation Reaction Performed with Catalytically Generated Potassium Prenal Dienolate

Dominique Cahard* , Lucette Duhamel, Sandrine Lecomte, Jean-Marie Poirier
  • *UPRES A 6014 CNRS et Institut de Recherche en Chimie Organique Fine (IRCOF), Université de Rouen, Faculté des Sciences, F-76821 Mont-Saint-Aignan Cedex, France; Fax 02 35 52 29 71; E-mail: Lucette.Duhamel@univ-rouen.fr
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Publication History

Publication Date:
31 December 2000 (online)

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A new prenylation method based on the reaction of catalytically generated potassium dienolate of prenal with α,β-unsaturated aldehydes is described. The reaction is highly regioselective, via a γ-1,2-addition, and provides an efficient route to retinal.

potassium alkoxide - dienolate - prenylation - polyenaldehydes - retinal