The cathodic reduction of activated olefins. Experimental conditions allowing the specific hydrogenation of the enone derived from ergosterol

C Brosa, C Rodriguez-Santamarta, JF Pilard…

Index: Brosa; Rodriguez-Santamarta; Pilard; Simonet Physical Chemistry Chemical Physics, 2001 , vol. 3, # 13 p. 2655 - 2661

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Citation Number: 3

Abstract

The reduction of the bulky enone 1 derived from ergosterol was performed in non-aqueous media without and with proton donor. A fairly stable anion radical was obtained and characterized. When 1 was reduced in the presence of an efficient proton donor (benzoic acid, trifluoroacetic acid) saturation of the double bond was achieved with reasonable yield. The overall process as a function of experimental conditions is discussed.

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