Palladium-Catalyzed Ring Expansion Reaction of (Z)-1-(1,3-Butadienyl)cyclobutanols with Aryl Iodides. Stereospecific Synthesis of (Z)-2-(3-Aryl-1-propenyl)cyclopentanones

摘要

A novel type of cascade ring expansion process has been developed by the palladium-catalyzed reaction of (Z)-1-(1,3-butadienyl)cyclobutanols with aryl iodides. The reaction proceeds in a stereospecific manner to produce (Z)-2-(3-aryl-1-propenyl)cyclopentanones. It has also been found that regioselective α-arylation of alkenyl cyclopentanones proceeds to afford the α-arylated cyclopentanones.