Table 5.
Evaluation of ligand structure in additions of MeLi to imine 10
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|---|---|---|---|---|---|
| entry | R3 | ligand | temp, °C | yield, %a | erb |
| 1 | Me | 12ac | −75c | 73 | 97.0:3.0 |
| 2 | Et | 12bc | −78 | 65 | 91.5:8.5 |
| 3 | Et | 12bc | −63 | 79 | 92.5:7.5 |
| 4 | Et | 12bc | −41 | 90 | 89.5:10.5 |
| 5 | CH2CHMe2 | 12cc | −41 | 90 | 86.5:13.5 |
| 6 | CH2(Me)c-Pr | 12jc | −75c | 87 | 89.0:11.0 |
| 7 | CHMe2 | 12ec | −75c | 77 | 90.5:9.5 |
Yield of analytically pure material.
All compounds have R configuration. Determined by CSP-HPLC analysis.
Internal temperature.
