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Ruthenium-Catalyzed <i>ortho</i>-Alkenylation of Phenylphosphine Oxides through Regio- and Stereoselective Alkyne Insertion into C–H Bonds
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2013
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Chemical EngineeringStereoselective Alkyne InsertionEngineeringAlkene MetathesisRuthenium CatalystTransition MetalsC–h BondsDirect Ortho-substitutionOrganic ChemistryOrganometallic CatalysisCatalysisHomogeneous CatalysisChemistryPhenylphosphine OxidesAsymmetric Catalysis
Direct ortho-substitution took place efficiently upon treatment of tri-, di-, and monoarylphosphine oxides with internal alkynes in the presence of a ruthenium catalyst to produce (o-alkenylphenyl)phosphine oxides regio- and stereoselectively. Chemoselective reduction of a product gave the corresponding (o-alkenylphenyl)phosphine, which may be useful as a ligand for transition metals.
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