Mechanistic aspects of palladium-catalyzed allylstannylation of alkynes
An alpha-methylallylstannane added to an alkyne in the presence of a palladium catalyst with perfect regioselectivity both in the allylic and alkynic moieties. Comparison of the reaction of isomeric butenylstannanes suggests two catalytic cycles, one of which includes a palladacyclopentene intermediate and beta-tin elimination pathway.
Shirakawa
E
Graduate School of Materials Science, Japan Advanced Institute of Science and Technology, Asahidai, Tatsunokuchi, Ishikawa 923-1292, Japan, and Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Sakyo-ku, Kyoto.
Yoshida
H
Nakao
Y
Hiyama
T