Chemical Communications · 2009 · 26 citations · 26 references
EngineeringOrganic ChemistryPeptide ScienceDynamic ResolutionChemistryPharmaceutical ChemistryNovel OrganocatalystsStereoselective SynthesisBiochemistryAchiral Ligand TmedaPharmacologyAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringDynamic Thermodynamic ResolutionChiral OrganolithiumsMedicineChemical KineticsSynthetic ChemistryDrug Discovery
The kinetics of enantiomerization and dynamic thermodynamic resolution (DTR) of N-Boc-2-lithiopiperidine have been measured, revealing significant differences in enthalpy and entropy for these processes and a role for the achiral ligand TMEDA; the racemization and the DTR are catalytic and first order in [TMEDA], and this has implications for asymmetric synthesis with chiral organolithiums.
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