Issue 13, 2001
From the journal:

Physical Chemistry Chemical Physics

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

C. Brosa,a   C. Rodríguez-Santamarta,b   J. F. Pilardb  and  J. Simonetb  

a Department of Organic Chemistry, Institut Quimic de Sarrià CETS, Uniersitat Ramon Llull, Via Augusta 390, Barcelona, Spain

b Laboratoire d'Electrochimie Moléculaire et Macromoléculaire, UMR 6510, Uniersité de Rennes 1, Rennes, France

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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Article information

DOI
https://doi.org/10.1039/B100342I
Article type
Paper
Submitted
08 Jan 2001
Accepted
03 Apr 2001
First published
04 Jun 2001

Phys. Chem. Chem. Phys., 2001,3, 2655-2661

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

C. Brosa, C. Rodríguez-Santamarta, J. F. Pilard and J. Simonet, Phys. Chem. Chem. Phys., 2001, 3, 2655 DOI: 10.1039/B100342I

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