1.1: 71 percent / Bu3SnH; 1,1'-azobis(cyclohexanecarbonitrile) / toluene / 3 h / Heating 2.1: 570 mg / KOH; H2O / ethanol / 2 h / Heating 3.1: K2CO3 / acetonitrile; toluene / 18 h / 20 °C 4.1: 1.34 g / pyridine; DMAP / CH2Cl2 / 3 h / 20 °C 5.1: CH2Cl2 / 1 h / 20 °C 5.2: 4-methylmorpholine N-oxide monohydrate / acetonitrile / 4 h / 20 °C 6.1: 542 mg / H2 / Pd/C / methanol / 1 h / 760 Torr 7.1: HMDS / CH2Cl2 / 1.25 h / -20 - 20 °C 8.1: 779 mg / tetrahydrofuran / 4 h / -78 - 20 °C 9.1: 60 percent / mCPBA / tetrahydrofuran / 1.5 h / -40 - 20 °C 10.1: 77 percent / toluene / 1 h / 70 °C 11.1: NaBH4 / ethanol / 5 h / 20 °C 12.1: 77 percent / DMAP / CH2Cl2 / 2 h / 20 °C 13.1: 83 percent / Bu3SnH; 1,1'-azobis(cyclohexanecarbonitrile) / toluene / 2 h / Heating 14.1: NaOMe / methanol / 24 h / 100 °C 15.1: 8 mg / PTSA / dioxane; H2O / 24 h / 120 °C View Scheme