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Issue 2, 1997
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Stereoselective synthesis of (Z )-α-(alkoxycarbonyl)methylene β- and γ-lactones by palladium-catalysed oxidative carbonylation of alkynols

Abstract

(Z)-α-(Alkoxycarbonyl)methylene β- and γ-lactones can be obtained in fair to excellent yields and with high catalytic efficiencies by PdI2/KI-catalysed oxidative dialkoxycarbonylation of propynyl alcohols (α,α-dialkyl substituted, or α-monoalkyl substituted with a sufficiently bulky alkyl group) and but-3-yn-1-ols, respectively. Reactions are carried out in alcoholic media under mild conditions (70–80 °C and 20 atm of a 3∶1 mixture of carbon monoxide and air). Reaction pathways are discussed.

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Article type: Paper
DOI: 10.1039/A603892A
J. Chem. Soc., Perkin Trans. 1, 1997, 147-154

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    Stereoselective synthesis of (Z )-α-(alkoxycarbonyl)methylene β- and γ-lactones by palladium-catalysed oxidative carbonylation of alkynols

    B. Gabriele, G. Salerno, F. De Pascali, M. Costa and G. Paolo Chiusoli, J. Chem. Soc., Perkin Trans. 1, 1997, 147
    DOI: 10.1039/A603892A

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