1: 4-(dimethylamino)pyridine (DMAP) / acetonitrile / 0.08 h / Ambient temperature 2: Bu3SnH, 2,2'-azobis(isobutyronitrile) / toluene / 1 h / 100 °C / radical deoxygenation 3: 88 percent / tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 0.17 h / Ambient temperature 4: methanolic ammonia / 48 h / 100 °C View Scheme

1: 65 percent / imidazole / dimethylformamide / 2 h / 20 °C 2: DMAP / acetonitrile / 1 h / 20 °C 3: 0.502 g / 2,2'-azobisisobutyronitrile; tributyltin hydride / toluene / 2 h / Heating 4: triethylamine; DMAP / acetonitrile / 53 h / 20 °C 5: 0.337 g / ammonium hydroxide / H2O; acetonitrile / 3 h / 20 °C 6: TBAF / tetrahydrofuran / 1 h / 20 °C View Scheme

1: 100 percent / ammonia gas / methanol / 48 h / 0 - 4 °C 2: 65 percent / imidazole / dimethylformamide / 2 h / 20 °C 3: DMAP / acetonitrile / 1 h / 20 °C 4: 0.502 g / 2,2'-azobisisobutyronitrile; tributyltin hydride / toluene / 2 h / Heating 5: triethylamine; DMAP / acetonitrile / 53 h / 20 °C 6: 0.337 g / ammonium hydroxide / H2O; acetonitrile / 3 h / 20 °C 7: TBAF / tetrahydrofuran / 1 h / 20 °C View Scheme

1: DMAP / acetonitrile / 1 h / 20 °C 2: 0.502 g / 2,2'-azobisisobutyronitrile; tributyltin hydride / toluene / 2 h / Heating 3: triethylamine; DMAP / acetonitrile / 53 h / 20 °C 4: 0.337 g / ammonium hydroxide / H2O; acetonitrile / 3 h / 20 °C 5: TBAF / tetrahydrofuran / 1 h / 20 °C View Scheme