Table 4.
Evaluation of ligand structure in additions of MeLi to imine 11
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|---|---|---|---|---|---|---|
| entry | R3 | R4 | ligand | temp, °C | yield, %a | erb |
| 1 | Et | CHMe2 | 12bb | −63 | 86 | 86.5:13.5 |
| 2 | Et | CMe3 | 12bc | −63 | 96 | 95.5:4.5 |
| 3 | Et | CMe3 | 12bc | −78 | 83 | 94.5:5.5 |
| 4 | Et | CMePh2 | 12be | −63 | 21 | 82.0:18.0 |
| 5 | Et | CMePh2 | 12be | −41 | 90 | 84.5:15.5 |
| 6 | Me | CMe3 | 12ac | −75c | 81 | 96.5:3.5 |
| 7 | CH2CHMe2 | CMe3 | 12cc | −75c | 97 | 93.5:6.5 |
| 8 | CH2(Me)c-Pr | CMe3 | 12jc | −75c | 92 | 88.5:11.5 |
| 9 | CHMe2 | CMe3 | 12ec | −75c | 77 | 93.5:6.5 |
Yield of chromatographically homogeneous material.
All compounds have R configuration. Determined by CSP-HPLC analysis.
Internal temperature.
