The effect of reaction temperature.
| ||||
|---|---|---|---|---|
| Entrya | Temp. (°C) | Time (h) | Yieldb (%) | eec (%) |
| 1 | 20 | 36 | 78 | 91 |
| 2 | 0 | 36 | 78 | 93 |
| 3 | −20 | 36 | 68 | 95 |
| 4 | −20 | 48 | 76 | 95 |
| 5 | −50 | 72 | 78 | 98 |
| 6 | −55 | 72 | 78 | 99 |
| 7 | −60 | 72 | 77 | 98 |
| 8d | −55 | 72 | 78 | 99 |
| 9e | −55 | 72 | 75 | 99 |
Conditions: 1a (0.1 M), ClCOOBn (3.5 eq.), OBn-DPI (20 mol%), DIPEA (4.0 eq.), toluene (2 mL), unless otherwise noted.
Yields were calculated from 1H NMR spectra.
The ee values were calculated from HPLC spectra.
ClCOOBn (3.0 eq.).
ClCOOBn (2.5 eq.).