Metal-Catalyzed Organic Photoreactions. Titanium(IV) Chloride Catalyzed Photoreaction of Saturated Ketones with Methanol and Its Application to the Synthesis of Frontalin

Article abstract of DOI:10.1021/jo01307a011

Photoreaction of acyclic and cyclic saturated ketones in methanol in the presence of TiCl4 afforded 1,2-diols as the main products.The effect of the substituents on the stereochemical course of the photoreaction was examined with substituted cyclohexanones.Further, the present reaction was applied for the synthesis of a pheromone, frontalin.