C–H Activation and Sequential Addition to Dienes and Imines: Synthesis of Amines with β‑Quaternary Centers and Mechanistic Studies on the Complex Interplay Between the Catalyst and Three Reactants
Goodner R, Brandes D, Morais G, Tao Q, Tassone J, Mercado B, Chen S, Ellman J. C–H Activation and Sequential Addition to Dienes and Imines: Synthesis of Amines with β‑Quaternary Centers and Mechanistic Studies on the Complex Interplay Between the Catalyst and Three Reactants. ACS Catalysis 2024, 18124-18133. DOI: 10.1021/acscatal.4c05866.Peer-Reviewed Original ResearchRhodacycle intermediateCatalytic cycleX-ray structure analysisDensity functional theory calculationsC-H activationDeuterium labeling studiesSynthesis of aminesTransition state structuresFunctional theory calculationsFormaldimine precursorsEthyl glyoxylateHigh diastereoselectivityN-CbzNitrogen substituentQuaternary centerAlkyl substituentsAlkyl sulfonamidesC-HTheory calculationsRhodacycleState structuresCarbon sitesDienesX-rayMechanistic studiesSynthesis of α‑Quaternary Amides via Cp*Co(III)-Catalyzed Sequential C–H Bond Addition to 1,3-Dienes and Isocyanates
Yeo J, Tassone J, Ellman J. Synthesis of α‑Quaternary Amides via Cp*Co(III)-Catalyzed Sequential C–H Bond Addition to 1,3-Dienes and Isocyanates. Organic Letters 2024, 26: 9769-9774. PMID: 39481088, PMCID: PMC11578270, DOI: 10.1021/acs.orglett.4c03740.Peer-Reviewed Original Research