Table 3.
Evaluation of ligand structure in additions of MeLi to imine 8
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|---|---|---|---|---|---|
| entry | R3 | ligand | temp, °C | yield, %a | erb |
| 1 | Me | 12ac | −75c | 90 | 83.5:16.5 |
| 2 | Et | 12bc | −78 | 95 | 87.5:12.5 |
| 3 | CH2CHMe2 | 12cc | −78 | 65 | 92.0:8.0 |
| 4 | CH2CHMe2 | 12cc | −63 | 95 | 92.5:7.5 |
| 5 | CH2(Me)c-Pr | 12jc | −75c | 85 | 92.6:7.4 |
| 6 | CHMe2 | 12ec | −75c | 87 | 94.5:5.5 |
| 7 | Me, CHMe2 | 12dc | −75c | 97 | 87.0:13.0 |
Yield of chromatographically homogeneous material.
All compounds have R configuration. Determined by CSP-HPLC analysis.
Internal temperature.
