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Homogeneous Cyclocarbonylation of Alkenols with Iron Pentacarbonyl
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2014
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Cross-coupling ReactionTandem Cyclization–intramolecular OxycarbonylationEngineeringHeterocyclicGaseous Carbon MonoxideNatural SciencesDiversity-oriented SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisMolecular CatalysisChemistryHomogeneous CyclocarbonylationCarbonyl UnitBiomolecular Engineering
We report substantially improved reaction conditions for palladium(II)-catalyzed tandem cyclization–intramolecular oxycarbonylation of (amino)polyols with a terminal double bond, based on utilization of iron pentacarbonyl [Fe(CO)<sub>5</sub>] as an affordable and safe liquid supply of the carbonyl unit fully replacing gaseous carbon monoxide. Direct comparison with the classical version on a series of previously published substrates illustrates invariably shorter reaction times but comparable yields and selectivity.