Ligand-Accelerated Palladium(II)-Catalyzed Enantioselective Amination of C(sp<sup>2</sup>)–H Bonds
Xiu‐Fen Cheng, Fan Fei, Yan Li, Yi-Ming Hou, Xin Zhou, Xi‐Sheng Wang
Abstract
The first example of the Pd(II)-catalyzed enantioselective amination of aryl C–H bonds is reported. The key to the successful realization of this asymmetric catalytic transformation was the identification of mono-N-protected α-amino-O-methylhydroxamic acid (MPAHA) ligands, which promote reactivity under mild conditions and control enantioselectivity. The counteranions in the solvent medium, hexafluoroacetylacetate and acetate, were also found to play key roles in stereocontrol and reactivity enhancement.
Topics & Concepts
ChemistryEnantioselective synthesisAminationReactivity (psychology)PalladiumCatalysisLigand (biochemistry)ArylCombinatorial chemistryStereochemistrySolventMedicinal chemistryOrganic chemistryReceptorPathologyBiochemistryMedicineAlternative medicineAlkylSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis