Carboxylative cyclization of propargyl alcohols in supercritical carbon dioxide (scCO2) containing P(n-C4H9)3 as a catalyst proceeded smoothly to give alpha-alkylidene-1,3-dioxolan-2-ones. Internal propargyl alcohols afforded Z-alkyl-idene cyclic carbonates exclusively. CO2 incorporation was markedly promoted under supercritical conditions, possibly due to the facile formation of a putative P(n-C4H9)3-CO2 adduct as a key intermediate.
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Kayaki et al. (2006) studied this question.
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