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Enantioselective Heck Reactions Catalyzed by Chiral Phosphinooxazoline-Palladium Complexes
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1997
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Cross-coupling ReactionChiral Phosphinooxazoline-palladium ComplexesEngineeringPalladium ComplexesOrganic ChemistryOrganometallic CatalysisCatalysisCyclic AlkenesChemistryChiral Phosphinooxazoline LigandsAsymmetric CatalysisEnantioselective SynthesisBiomolecular Engineering
Palladium complexes with chiral phosphinooxazoline ligands are efficient catalysts for enantioselective Heck reactions with aryl or alkenyl triflates and cyclic alkenes. In the arylation and alkenylation of 1,2-dihydrofuran, cyclopentene, 2,3-dihydro-4H-pyran, 4,7-dihydro-1,3-dioxepin, and N-methoxycarbonyl-2,3-dihydropyrrole high yields and good to excellent enantioselectivities have been obtained. In contrast to analogous (BINAP)Pd-catalyzed reactions, isomerization of the products by C-C double bond migration was essentially not observed.