A novel methodology for the synthesis of cyclic carbonates based on the palladium-catalyzed cascade reaction of 4-methoxycarbonyloxy-2-butyn-1-ols with phenols, …

M Yoshida, M Fujita, T Ishii, M Ihara

Index: Yoshida, Masahiro; Fujita, Mika; Ishii, Tooru; Ihara, Masataka Journal of the American Chemical Society, 2003 , vol. 125, # 16 p. 4874 - 4881

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Citation Number: 81

Abstract

A palladium-catalyzed CO2-recycling reaction has been developed. Reaction of 4- methoxycarbonyloxy-2-butyn-1-ols with phenols, carried out in the presence of a palladium catalyst, produces phenoxy-substituted cyclic carbonates by way of a pathway involving a CO2 elimination-fixation. A variety of propargylic alcohols and phenols participate in these reactions which yield cyclic carbonates with high efficiencies. Stereoselective construction ...