Metal-catalyzed organic photoreactions. Bond-cleavage selectivity and synthetic application of the iron (III) chloride catalyzed photooxidation of cyclic olefins
Photooxidation of olefins in pyridine in the presence of iron (II1) chloride produced either a- chloro ketones (type A), gem-dichloro ketones (type B), or a, w-dichloro ketones (type C), depending upon the substitution pattern of the substrate olefin. The synthetic utility of the type B reaction was demonstrated by the synthesis of some natural products. The synthesis of optically active solanone from Dp-menthene confirmed the D configuration of the ...