1: 70 percent / pyridine / 3 h / Heating 2: 86 percent / liq. NH3 / diethyl ether / 12 h / Ambient temperature 3: 91 percent / Ag2O / diethyl ether / 1 h 4: 92 percent / conc. HCl / methanol 5: 72 percent / 0.2N KOH, KMnO4 / dioxane / 2 h / Ambient temperature 6: 73 percent / N,N'-dicyclohexylcarbodiimide / dioxane; ethyl acetate / 6 h / Ambient temperature View Scheme

1.1: 65 percent / N,N-DMAP; triethylamine / CH2Cl2 / 0 - 20 °C 2.1: NH3 / diethyl ether / -60 °C 2.2: 55 percent / triethylamine; I2 / methanol / 0 - 20 °C 3.1: 77 percent / HCl / methanol / 20 °C View Scheme

1: 70 percent / pyridine / 3 h / Heating 2: 86 percent / liq. NH3 / diethyl ether / 12 h / Ambient temperature 3: 91 percent / Ag2O / diethyl ether / 1 h 4: 92 percent / conc. HCl / methanol 5: 72 percent / 0.2N KOH, KMnO4 / dioxane / 2 h / Ambient temperature View Scheme

1: 70 percent / pyridine / 3 h / Heating 2: 86 percent / liq. NH3 / diethyl ether / 12 h / Ambient temperature View Scheme