Table 2. Optimization of the Synthesis of Compound 6a.
| entry | solvent | catalyst (mol %) | time (min) | temp (°C) | % yield 6aa |
|---|---|---|---|---|---|
| 1 | DCM | Grubbs I (5) | 5 | RT | 87 |
| 2 | DCM | Grubbs I (5) | 10 | RT | 89 |
| 3 | DCM | Grubbs I (5) | 15 | RT | 89 |
| 4 | DCM | Grubbs II (5) | 3 | RT | 90 |
| 5 | DCM | Grubbs II (5) | 5 | RT | 92 |
| 6 | DCM | Grubbs II (5) | 10 | RT | 92 |
| 7 | toluene | Grubbs II (5) | 3 | RT | 98 |
| 8 | THF | Grubbs II (5) | 3 | RT | 93 |
| 9 | toluene | Grubbs II (5) | 5 | 50 | 98 |
| 10 | toluene | Grubbs II (5) | 5 | 100 | 98 |
| 11 | toluene | Grubbs II (5) | 30 | 120 | 92 |
| 12 | toluene | Grubbs II (3) | 3 | RT | 98b |
| 13 | toluene | Grubbs II (10) | 3 | RT | 98 |
Isolated yield.
Optimized condition.
