The reaction has a wide substrate scope and high enantioselectivity, and can be directly applied to the synthesis of chiral drugs. We began our study with an exploration of reaction conditions for the oxidative coupling of 1-bromo-4-ethylbenzene (1a) and benzamide (2a), and the results were summarized in Table (see Supplementary Tables ). After extensive examination of copper source, ligand, oxidant and solvent, we found that the optimal reaction conditions are: CuCl (5.0 mol%), NaBArF (6 mol %), chiral bisoxazoline ligand L3 (6.0 mol%) and DTBP (2.0 equiv.), at 60 o C for 36 h. Under these conditions, the desired amination product 3a was obtained in 82% yield with 93:7 er. (Table , entry 1). Control experiments showed that CuCl, NaBArF, L3, and DTBP are critical for the reaction (entries 2-5). Various copper catalyst precursors were evaluated in the reaction with ligand L3, and the nature of the counterions of catalysts was found to have a strong influence on the enantioselectivity and yield of the reaction. The neutral Cu catalyst precursor CuCl could not provide target product (entry 3), and Cu(OTf)2 gave the amination product in low yield (16%) and low enantioselectivity (56:44 er) (entry 6).