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. 2022 Jan 18;13:373. doi: 10.1038/s41467-022-27989-3

Table 2.

Examination of steric effect on enantioselectivitya.

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Entry R er Charton value △△G (kcal K−1 mol−1)b
1 OMe 88.06:11.94 0.36 1.16
2 OEt 96.0:4.0 0.48 1.85
3 Ph 96.52:3.48 0.57 1.93
4 Me 92.42:7.58 0.52 1.46
5 Et 94.02:5.98 0.56 1.60
6 nBu 95.45:4.55 0.68 1.77
7 iPr 96.66:3.34 0.76 1.96
8 Cl 18.32:81.68 0.55 0.87
9 Br 16.95:83.05 0.65 0.93

aReaction conditions: 1 (0.1 mmol), CuCl (10 mol%), L1 (15 mol%), (R)-CPA (0.1 mmol), toluene (2.0 mL), 20 °C for 36 h. Yields of isolated products, er values were determined by chiral HPLC.

bΔΔG = RTln(er), R = 0.001986 kcal K−1 mol−1, T = 293.15 K.