1: 542 mg / H2 / Pd/C / methanol / 1 h / 760 Torr 2: HMDS / CH2Cl2 / 1.25 h / -20 - 20 °C 3: 779 mg / tetrahydrofuran / 4 h / -78 - 20 °C 4: 60 percent / mCPBA / tetrahydrofuran / 1.5 h / -40 - 20 °C 5: 77 percent / toluene / 1 h / 70 °C 6: NaBH4 / ethanol / 5 h / 20 °C 7: 77 percent / DMAP / CH2Cl2 / 2 h / 20 °C 8: 83 percent / Bu3SnH; 1,1'-azobis(cyclohexanecarbonitrile) / toluene / 2 h / Heating 9: NaOMe / methanol / 24 h / 100 °C 10: 8 mg / PTSA / dioxane; H2O / 24 h / 120 °C View Scheme