Table 3 Reductive hydrogenation of an exocyclic olefin in compound 17
Entry | Starting material | Reagent | H2 source | Solvent | Temp. | Time (h) | Yield |
|---|---|---|---|---|---|---|---|
1 | 17 | Pd/C (en) | H2 gas (1 atm) | THF | rt | 24 | 49% (19) |
2 | 17 | 20% Pd(OH)2/C | H2 gas (1 atm) | THF | rt | 24 | 85% (20) |
3 | 17 | 20% Pd(OH)2/C | H2 gas (5 atm) | THF | rt | 24 | 39% (20) |
4 | 20 | 20% Pd(OH)2/C | cyclohexene | THF | reflux | 24 | Complex mixture |
5 | 20 | Crabtree’s catalyst | H2 gas (1 atm) | CH2Cl2 | rt | 24 | No reaction |
6 | 17 | Crabtree’s catalyst | H2 gas (5 atm) | CH2Cl2 | rt | 24 | No reaction |
