Publication | Closed Access
N‐Heterocyclic Carbene/Copper Cooperative Catalysis for the Asymmetric Synthesis of Spirooxindoles
41
Citations
61
References
2019
Year
EngineeringOrganic ChemistryChemistryHeterocycle ChemistryChemical EngineeringChiral NhcOrganometallic CatalysisStereoselective SynthesisCopper CatalysisInorganic ChemistryDiversity-oriented SynthesisAsymmetric SynthesisNhc/cooper Cooperative CatalysisCatalysisAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringHeterocyclicNatural Sciences
Abstract Highly enantioselective [3+3] and [3+4] annulations of isatin‐derived enals with ethynylethylene carbonates and ethynyl benzoxazinanones are enabled by NHC/cooper cooperative catalysis, leading to a big library of spirooxindole derivatives in high structural diversity and enantioselectivity (up to 99 % ee ). Both reactions represent a nicely synergistic integration of NHC and copper catalysis, in which both catalysts activate the substrates and the chiral NHC perfectly controls the stereochemistry.
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