Synlett · 2013 · 17 citations · 0 references
Natural SciencesChemical EngineeringChemistryCatalysisGreen ChemistryOrganic ChemistryCatalyst DesignCatalyst PreparationCatalyst SynthesisHeterocycle SynthesisOrganic SynthesisSupported CatalystsCatalyst Structure - Activity RelationshipsCatalytic ActivityCatalytic IsomerizationIsomerization CatalysisOne-carbon PathwaysPalladium CatalystsSelectivityTransition Metal-catalyzed Synthesis
The catalytic activity of an in situ forming palladium catalyst system generated from PdCl<sub>2</sub>(PPh<sub>3</sub>)<sub>2</sub> and hydrosilane [(EtO)<sub>3</sub>SiH] was revealed in the one-carbon migration and isomerization of 4,4-biaryl-substituted 1-butenes, in which the (EtO)<sub>3</sub>SiH plays a key role in the palladium-catalyzed one-carbon migration and subsequent isomerization of terminal alkenes. This catalytic protocol is applied in the synthesis of a key building block of cassumunin C in high yield and promising selectivity.