ABSTRACT
The regioselective functionalization of remote CH-bonds provides the possibility to convert readily available and abundant natural compounds, e.g. steroids or fatty acids, into higher value products. The anodic oxidation is an interesting alternative to these conversions. The experimental procedure is simple, allows an easy scale-up and causes less environmental problems. High selectivity and the decreased formation of side products can provide a synthetically useful route from olefins via protection of the double bond, anodic oxidation, hydrolysis and deprotection to homoallylic alcohols. Cyclohexane, cyclopentane, norbornane and bicyclooctane are oxidized in high yields to the corresponding trifluoroacetates. Substituents as Cl or CF3CO2 influence the regioselectivity of the oxidation.
