Palladium-Catalyzed Coupling and Carbonylative Coupling of Silyloxy Compounds with Hypervalent Iodonium Salts.
2010
Abstract Arylation and alkenylation of 1-ethoxy-1-trimetylsilyloxycyclopropane with diphenyliodonium tetrafluoroborate and alkenyliodonium tetrafluoroborate were accomplished by slow addition of silyloxycyclopropane to iodonium salts in the presence of Pd(OAc)2 (2 mol %) and DME H 2 O (4:1) to afford β-substituted ester. Alternatively, carbonylative coupling of silyloxypropane was carried out by slow addition of silyloxypropanes to iodonium salts under CO(1 atm) at room temperature in aqueous medium. The palladium-catalyzed coupling of ketene trimethylsilyl acetals with iodonium salts is also described.
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