1: 93 percent / pyridine / Ambient temperature 2: 94 percent / Bu3SnH, AIBN / toluene / 2.5 h / 115 °C 3: TBAF / tetrahydrofuran View Scheme

tetrabutyl ammonium fluoride in tetrahydrofuran 0.166667 h; Ambient temperature;

1: 77 percent / triethylamine, DMAP / CH2Cl2 / 0.5 h / Ambient temperature 2: 90 percent / LiCl / hexamethylphosphoric acid triamide / 1 h / Ambient temperature 3: 84 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / Ambient temperature View Scheme

1: 90 percent / LiCl / hexamethylphosphoric acid triamide / 1 h / Ambient temperature 2: 84 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / Ambient temperature View Scheme

1: 79 percent / triethylamine, DMAP / CH2Cl2 / 0.5 h / Ambient temperature 2: 82 percent / hexamethylphosphoric acid triamide / 6 h / Ambient temperature 3: 89 percent / triethylamine / methanol / 48 h / Ambient temperature 4: 77 percent / triethylamine, DMAP / CH2Cl2 / 0.5 h / Ambient temperature 5: 90 percent / LiCl / hexamethylphosphoric acid triamide / 1 h / Ambient temperature 6: 84 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / Ambient temperature View Scheme

1: 89 percent / triethylamine / methanol / 48 h / Ambient temperature 2: 77 percent / triethylamine, DMAP / CH2Cl2 / 0.5 h / Ambient temperature 3: 90 percent / LiCl / hexamethylphosphoric acid triamide / 1 h / Ambient temperature 4: 84 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / Ambient temperature View Scheme

1: 82 percent / hexamethylphosphoric acid triamide / 6 h / Ambient temperature 2: 89 percent / triethylamine / methanol / 48 h / Ambient temperature 3: 77 percent / triethylamine, DMAP / CH2Cl2 / 0.5 h / Ambient temperature 4: 90 percent / LiCl / hexamethylphosphoric acid triamide / 1 h / Ambient temperature 5: 84 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / Ambient temperature View Scheme

3: LiN3 4: tetra-n-butylammonium fluoride View Scheme