Group Transfer Carbonylations: Photoinduced Alkylative Carbonylation of Alkenes Accompanied by Phenylselenenyl Transfer.
The photolysis of methyl alpha-(phenylseleno)acetate (1b) and related compounds in the presence of an alkene and CO leads to acyl selenides 2 via group transfer carbonylation. The mechanism of this three-component coupling reaction involves the addition of a (methoxycarbonyl)methyl radical to an alkene, the trapping of the produced alkyl free radical by CO, and termination of the reaction by a phenylselenenyl group transfer from the starting material.
Ryu
Ilhyong
I
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565, Japan.
Muraoka
Hideo
H
Kambe
Nobuaki
N
Komatsu
Mitsuo
M
Sonoda
Noboru
N