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Regio- and Stereocontrolled Hydrostannation of (E) and (Z)-Chloroenynes. An Efficient Preparation of Chlorodienyl Tributyltin Reagents
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1996
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EngineeringOrganic ChemistryChemistryReagentChemical EngineeringEfficient PreparationOrganometallic CatalysisStereoselective SynthesisCross-coupling ReactionCatalytic AmountChlorodienyl StannanesPalladium ComplexCatalysisStereocontrolled HydrostannationChlorodienyl Tributyltin ReagentsPharmacologyAsymmetric CatalysisEnantioselective SynthesisDerivative (Chemistry)
(E) and (Z)-chloroenynes undergo rapid addition of tributyltin hydride in the presence of a catalytic amount of palladium complex to give regio- and stereoselectively chlorodienyl stannanes of general formula A in good to excellent isolated yields. Hydrostannation of conjugated (Z)-1,3-enynes has also been performed and showed to be remarkably regioselective.