Vinyl triflates have been converted into gamma'-hydroxy-alpha,beta-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 conversion of vinyl triflates into gamma'-hydroxy-alpha,beta-enones can be carried out through a one-flask process, without the isolation of 1-hydroxy-3-yn-5-enes.

THE CONVERSION OF VINYL TRIFLATES INTO GAMMA'-HYDROXY-ALPHA,BETA-ENONES

ARCADI A;MARINELLI, Fabio
1993

Abstract

Vinyl triflates have been converted into gamma'-hydroxy-alpha,beta-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 conversion of vinyl triflates into gamma'-hydroxy-alpha,beta-enones can be carried out through a one-flask process, without the isolation of 1-hydroxy-3-yn-5-enes.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11697/16926
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