Table 1. Optimization of reaction conditionsa.
| |||||
|---|---|---|---|---|---|
| Metal salt | Ligand | Add. | Yield | Ee/% | |
| 1 | Mg(OTf)2 | L3-PiPr3 | — | 15 | 14 |
| 2 | MgCl2 | L3-PiPr3 | — | 12 | 15 |
| 3 | Ni(OTf)2 | L3-PiPr3 | — | 13 | 11 |
| 4 | Y(OTf)3 | L3-PiPr3 | — | 26 | 53 |
| 4 | La(OTf)3 | L3-PiPr3 | — | 18 | 49 |
| 5 | Sc(OTf)3 | L3-PiPr3 | — | 27 | 91 |
| 6 | Sc(OTf)3 | L3-PrPr3 | — | 26 | 73 |
| 8 | Sc(OTf)3 | L3-RaPr3 | — | 22 | 8 |
| 9 | Sc(OTf)3 | L3-PiPr2 | — | 22 | 55 |
| 10b | Sc(OTf)3 | L3-PiPr3 | — | 42 | 92 |
| 11b | Sc(OTf)3 | L3-PiPr3 | MgCl2 | 63 | 92 |
The reactions were performed with metal salt/ligand (1 : 1, 10 mol%), 1a (0.2 mmol), and 2a (0.1 mmol), in 1,2-dichloroethane (1.0 mL) at 60 °C for 36 h. Isolated yield. The ee was determined by UPCC analysis on a chiral stationary phase.
1,1,2,2-Tetrachloroethane (1.0 mL) as the solvent, 1a (2.2 equiv.).