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Synthesis 1987; 1987(7): 648-651
DOI: 10.1055/s-1987-28036
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Synthesis of δ-Ketonic and δ-Thioacetalated Phosphonium Salts and Their Use in Wittig Reactions for Carbonyl n + 4 Homologation

Henri-Jean Cristau* , Yves Beziat, Claude Ekissi Niangoran, Henri Christol
  • *Laboratoire de Chimie Organique (Unité Associée au CNRS No 458, Institut de Chimie Fine), E.N.S.C.M., 8, rue de l'Ecole Normale, F-34075 Montpellier Cedex, France
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Publication Date:
20 August 2002 (online)

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The δ-thioacelalated phosphonium salts 4 are obtained by addition of triphenylphosphine on cyclopropylketones 2 followed by carbonyl thioacetalization. The corresponding ylides are converted into 2-(3′-alkenyl)-1, 3-dithianes 6 with predominant Z-stereochemistry in good yields.

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