Publication | Closed Access
Kinetic Resolution and Dynamic Kinetic Resolution of Chromene by Rhodium‐Catalyzed Asymmetric Hydroarylation
12
Citations
37
References
2019
Year
EngineeringVicinal Stereogenic CentersKinetic ResolutionOrganic ChemistryChemistryChemical EngineeringEfficient Kinetic ResolutionHomogeneous CatalysisStereoselective SynthesisDerivativesCatalysisAsymmetric CatalysisEnantioselective SynthesisCatalytic SynthesisBiomolecular EngineeringDynamic Kinetic ResolutionChromene AcetalsHeterogeneous CatalysisMolecular CatalysisRhodium‐catalyzed Asymmetric HydroarylationChemical Kinetics
Abstract A highly efficient kinetic resolution and dynamic kinetic resolution of chromene is reported for the first time and they procced by a rhodium‐catalyzed asymmetric hydroarylation pathway. This new approach offers versatile access to various chiral 2,3‐diaryl‐chromanes containing vicinal stereogenic centers, as well as the recovered chiral flavenes, in high yields with excellent ee values ( s factor up to 532). Particularly noteworthy is that this strategy can be further extended to the establishment of a dynamic version of the kinetic resolution of chromene acetals and allows complete access to chiral isoflavanes and α‐aryl hydrocoumarins.
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