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Regiochemical Control in the Hydrostannylation of Aryl Substituted Alkynes: A Stereoselective Synthesis of Disubstituted Vinylstannanes
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1999
Year
Cross-coupling ReactionDisubstituted VinylstannanesEngineeringAryl Substituted AlkynesAlkynes 1Palladium-catalyzed Stereoselective HydrostannylationRegiochemical ControlNatural SciencesDiversity-oriented SynthesisVarious ArylOrganic ChemistryCatalysisStereoselective SynthesisChemistryPharmacologyAsymmetric CatalysisSynthetic ChemistryEnantioselective Synthesis
The palladium-catalyzed stereoselective hydrostannylation of various aryl substituted alkynes 1 in THF is described. The reaction is remarkably regioselective and affords mainly to exclusively the α-isomers 2 in the case of alkynes bearing electron acceptors in para-position and ortho-substituted alkynes regardless of the electronic nature of the substituent.