Table 4. Optimisation of the Reaction Conditions when catalysed by 10p.
Entry | Catalyst amount (mmol)* | 4 Yield (%) | Entry | Reaction time** | 4 Yield (%) | |
---|---|---|---|---|---|---|
1 | 0.01 | 16.58 | 11 | 0 | 3.40 | |
2 | 0.02 | 19.76 | 12 | 10 min | 6.87 | |
3 | 0.03 | 22.79 | 13 | 20 min | 9.91 | |
4 | 0.04 | 20.14 | 14 | 30 min | 13.99 | |
5 | 0.05 | 20.17 | 15 | 40 min | 15.38 | |
6 | 0.10 | 19.65 | 16 | 50 min | 20.78 | |
7 | 0.50 | 19.54 | 17 | 60 min | 22.15 | |
8 | 1.00 | 18.34 | 18 | 70 min | 19.98 | |
9 | 1.50 | 18.20 | 19 | 80 min | 16.20 | |
10 | 2.00 | 17.97 | 20 | 90 min | 14.25 |
*Reaction conditions: (−)-Sclareol 1 (10 mmol), catalyst 10 p (relative equiv), 1,4-dioxane (7 mL), H2O2 (5 mL), 70 °C, 2 h; then 90 °C, 1h; GC yield.
**Reaction conditions: 1 (10 mmol), catalyst 10 p (0.03 equiv), 1, 4-dioxane (7 mL), H2O2 (5 mL), 70 °C, 2 h; then 90 °C. Reaction time starts counting when the reaction system temperature rises to 90 °C.