Table 7.
Summary of MeLi addition to imines 8, 9, 10 and 11
| entry | R1 (no.) | ligand | temp, °C | product | yield, %a | erb |
|---|---|---|---|---|---|---|
| 1 | Ph (8) | 12ec | −75c | 15 | 87 | 94.5:5.5 |
| 2 | 1-naphthyl (9) | 12bc | −78 | 18 | 91 | 85.5:14.5 |
| 3 | 1-naphthyl (9) | 12cc | −41 | 18 | 95 | 92.0:8.0 |
| 4 | PhCH=CH (10) | 12ac | −75c | 17 | 73 | 97.0:3.0 |
| 5 | PhCH2CH2 (11) | 12ac | −75c | 16 | 81 | 96.5:3.5 |
Yield of analytically pure material.
All compounds have R configuration. Determined by CSP-HPLC analysis.
Internal temperature.