Optimization of molar ratio of (S)-BINOL (1) and rac-6a.
| Entry | Amount of rac-6 (mmol) | (ΔδR/S)b (ppm) |
|---|---|---|
| 1 | 0.0125 | 0.09 |
| 2 | 0.025 | 0.09 |
| 3 | 0.05 | 0.08 |
| 4 | 0.075 | 0.07 |
| 5 | 0.1 | 0.07 |
| 6 | 0.125 | 0.06 |
In NMR tube, the (S)-BINOL (1) (0.1 mmol) and rac-6 (0.0125–0.125 mmol) were dissolved in chloroform-d (0.6 mL) and after shaking the NMR tube for 30 seconds, 1H-NMR spectrum was recorded on a 400 MHz NMR spectrometer at 25 °C.
Calculated from the 1H-NMR spectrum.