Synthesis of 1,4-dicarbonyl compounds and 4-keto pimelates by palladium-catalyzed carbonylation of siloxycyclopropanes

Article abstract of DOI:10.1016/S0040-4020(01)86434-6

Palladium-catalyzed reaction of a siloxycyclopropane with an aryl triflate under carbon monoxide pressure (10-20 atm) in HMPA and that with carbon monoxide in chloroform provides new synthetic routes to 1,4-dicarbonyl compounds and 4-keto pimelates, respectively. The reaction of a siloxycyclopropane with a vinyl triflate, on the other hand, gives an acyloxycyclopropane instead.