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Palladium-Catalyzed Asymmetric [3 + 2] Cycloaddition of 5-Vinyloxazolidinones with Imines Using Chiral Ammonium-Phosphine Hybrid Ligand
79
Citations
33
References
2014
Year
EngineeringRacemic 5-VinyloxazolidinonesN-sulfonyl IminesNatural SciencesDiversity-oriented SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisStereoselective SynthesisChemistryα-Amino Quaternary StereocentersPharmacologyAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
A palladium-catalyzed asymmetric [3 + 2] annulation reaction between racemic 5-vinyloxazolidinones and N-sulfonyl imines was established. Under the influence of the palladium complex with a chiral ammonium-phosphine hybrid ligand, the cycloaddition proceeded smoothly to yield imidazolidines bearing α-amino quaternary stereocenters in high yields with excellent diastereo- and enantioselectivities.
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