Optimization of amounts of (S)-3a and rac-5a.
| Entry | Amount of (S)-3a (mmol) | Amount of rac-5 (mmol) | (ΔδR/S)b (ppm) |
|---|---|---|---|
| 1 | 0.0125 | 0.05 | 0.02 |
| 2 | 0.025 | 0.05 | 0.03 |
| 3 | 0.05 | 0.05 | 0.04 |
| 4 | 0.1 | 0.05 | 0.06 |
| 5 | 0.1 | 0.0125 | 0.06 |
| 6 | 0.1 | 0.025 | 0.06 |
| 7 | 0.1 | 0.1 | 0.06 |
In NMR tube, the CSA (S)-3a (0.0125–0.1 mmol) and rac-5 (0.0125–0.1 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.