Table 1.
Reaction Conditions Optimization.
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| Entry | Ligand | Solvent | Time | Yield[a] | ee[b] |
| 1 | WangPhos | DCM | <15 min | 90% | NA |
| 2 | (S)-L1 | DCM | 2 h | 91% | −26% |
| 3 | (S)-L2 | DCM | <15 min | 95% | 94% |
| 4 | (S)-L3 | DCM | <15 min | 86% | 94% |
| 5 | (S)-L4 | DCM | <15 min | 90% | 98% |
| 6 | (S)-L5 | DCM | 30 min | 87% | −64% |
| 7 | (S)-L4 | THF | 24 h | 14% | NA |
| 8 | (S)-L4 | PhCF3 | <15min | 83% | 97% |
| 9 | (S)-L4 | toluene | 30 min | 95% | 92% |
| 10 | (S)-L4 | DCE | <15 min | 89% | 98% |
| 11 | (S)-L4[c] | DCM | <15 min | 88% | 98% |
| 12 | (S)-L4[d] | DCM | <15 min | 89% | 98% |
Determined by 1H NMR using diethyl phthalate as the internal standard.
Determined by chiral HPLC.
5 mol% AgNTf2 was used instead of 10 mol% NaBARF.
5 mol% AgSbF6 was used instead of 10 mol% NaBARF.