Advanced Synthesis & Catalysis · 2013 · 41 citations · 37 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCatalyst DesignCoordination ChemistryMetal CatalysisMetal-ligand BondingTransition Metal ComplexesChiral Catalyst DesignEnantioselective CatalysisEnantioselective Catalyst DesignEnantioselective SynthesisPalladium CatalystsReaction Mechanism ElucidationSubstrate ScopeTransition Metal-catalyzed Synthesis
Abstract A chiral palladium/copper (Pd/Cu) co‐catalytic system which could enable asymmetric ring opening reaction of azabenzonorbornadienes with terminal alkynes is reported. This system comprises palladium(II) acetate [Pd(OAc) 2 ]/( R )‐xyl‐Binap and copper(I) triflate (CuOTf). A good substrate scope was found, with excellent enantioselective outcomes (up to >99.9 % ee ). A reaction mechanism involving two metal complexes is also proposed. magnified image
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Rhodium-Catalyzed Asymmetric Ring Opening of Oxabicyclic Alkenes with Organoboronic Acids
Mark Lautens, Chris Dockendorff, Keith Fagnou et al. · Organic Letters · 2002 · 213 citations