Investigations of the hydrolysis reaction of allylic bromide 25a.
| ||||
|---|---|---|---|---|
| Entry | Silver salt | Cracroson Ab (%) | Cracroson Eb (%) | Ratio |
| 1 | AgOTf | 66% | 28% | 2.4 : 1 |
| 2 | AgNTf2 | 49% | 33% | 1.5 : 1 |
| 3 | AgSbF6 | 47% | 15% | 3.1 : 1 |
| 4 | AgBF4 | 76% | 21% | 3.6 : 1 |
| 5 | AgClO4 | 70% | 17% | 4.1 : 1 |
| 6 | AgNO3 | 23% | 54% | 1 : 2.3 |
| 7 | Ag2CO3 | Trace | Trace | — |
Reaction conditions: 25 (0.01 mmol), silver salt (0.03 mmol), acetone/H2O (v/v = 9 : 1, 0.70 mL) at 25 °C.
Isolated yield.