Cm. Crudden et H. Alper, INSERTION OF CARBON-MONOXIDE INTO ALLYLIC CARBON-SULFUR BONDS CATALYZED BY PALLADIUM AND RUTHENIUM COMPLEXES, Journal of organic chemistry, 60(17), 1995, pp. 5579-5587
The metal complex-catalyzed insertion of carbon monoxide into the C-S
bond of various allylic sulfides affords thioesters in up to 88% yield
. The reaction is catalyzed by various palladium complexes, with conco
mitant isomerization of the olefin into conjugation with the carbonyl
group. In these cases, only the trans isomer was detected by H-1 NMR s
pectroscopy. Ruthenium complexes also catalyzed the carbonylation but
the initially formed beta,gamma-thioester was not isomerized.