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Synthesis of cis-Octahydroisoquinoline
| ||||
|---|---|---|---|---|
| Entry* | Reagent (equiv.) | Solvent (Temp.) | Degradation | Yield |
| 1 | Cu(OTf)2 (1.2) | CHCl3 (r.t.) | partial | 21% |
| 2 | Camphorsulfonic acid (1.2) | PhH (80 °C) | partial | 44% |
| 3 | ZnCl2 (1.2) | THF (60 °C) | partial | 27% |
| 4 | Pd(PPh3)4 (1.2) | THF (60 °C) | complete | - |
| 5 | AgTFA (1.2) | EtOH (r.t.) | not observed | 68% |
| 6 | AgBF4 (2.0) | THF (r.t.) | not observed | 81% |
Complete conversion observed in all runs.
