Table 4.
Relative rates of hydroamination with different protecting groups on nitrogen; (1a–c, 0.05 M) with catalyst 5 (2.5 mol %) in DCM and 55 μL CH3OH promoter (1.9 M).
| ||
|
| ||
| Entry | Substrate | kobs∙105/s−1 |
|
| ||
| 1 | 1a/CD2Cl2 | 539 ± 30 |
| 2 | 1b/CH2Cl2 | 6.9 ± 0.2 |
| 3 | 1c/CH2Cl2 | ≤0.14 |
| 4 | 1d/CD2Cl2 | n.d.* |
*No reaction with 10 mol % catalyst 5.