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

Authors
Brosa, C Rodriguez-Santamarta, C Pilard, JF Simonet, J
Citation
C. Brosa et al., The cathodic reduction of activated olefins. Experimental conditions allowing the specific hydrogenation of the enone derived from ergosterol, PHYS CHEM P, 3(13), 2001, pp. 2655-2661
Citations number
46
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
ISSN journal
14639076 → ACNP
Volume
3
Issue
13
Year of publication
2001
Pages
2655 - 2661
Database
ISI
SICI code
1463-9076(2001)3:13<2655:TCROAO>2.0.ZU;2-1
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 rad ical was obtained and characterized. When 1 was reduced in the presence of an efficient proton donor (benzoic acid, trifluoroacetic acid) saturation o f the double bond was achieved with reasonable yield. The overall process a s a function of experimental conditions is discussed.