6533b836fe1ef96bd12a082d
RESEARCH PRODUCT
ChemInform Abstract: Asymmetric Synthesis of Fluorinated Isoindolinones Through Palladium-Catalyzed Carbonylative Amination of Enantioenriched Benzylic Carbamates.
Raquel RománPablo BarrioIgnacio IbáñezSilvia CatalanSantos FusteroLidia Herrerasubject
ChemistryEnantioselective synthesischemistry.chemical_elementGeneral MedicineEnantiomeric excessRacemizationCombinatorial chemistryAminationCatalysisPalladiumdescription
The asymmetric synthesis of fluorinated isoindolinones has been achieved by a palladium-catalyzed aminocarbonylation reaction of the corresponding α-fluoroalkyl o-iodobenzylamines. A base-mediated anti β-hydride elimination process was suggested to explain the partial erosion of the optical purity observed in some cases. This mechanistic rationale enabled the minimization of this partial racemization by fine-tuning the pKa of the base.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2015-12-01 | ChemInform |