Tetrahedron

The conversion of vinyl triflates into γ'-hydroxy-α, β-enones

A Arcadi, S Cacchi, F Marinelli

Index: Arcadi, Antonio; Cacchi, Sandro; Marinelli, Fabio Tetrahedron, 1993 , vol. 49, # 22 p. 4955 - 4964

Full Text: HTML

Citation Number: 36

Abstract

Vinyl triflates have been converted into γ'-hydroxy-α, β-enones through their palladium- catalysed coupling with 1-butyn-4-ols followed by the reaction of the obtained 1-hydroxy-3- yn-5-enes in an acidic CH2Cl2/3 N HCl two-phase system in the presence of the n- BuN4Cl/PdCl2 combination. Both the coupling step and the conversion of the carbon-carbon triple bond into the ketonic group have been performed at room temperature. The ...