1: 81 percent / cerium(IV) ammonium nitrate, HNO3 / ethanol / 0.25 h / -42 °C 2: 80 percent / L-selectride / tetrahydrofuran / 2 h / -78 °C 3: pyridine / 1 h / 0 °C 4: 100 percent / sodium azide, ammonium chloride / dimethylformamide / 16 h / 22 °C 5: 4 N HCl / dioxane / 96 h / 22 °C 6: 554 mg / sodium acetate / 6.5 h / 50 °C 7: 59 percent / SnCl4 / CH2Cl2; acetonitrile / 16 h / 22 °C 8: 88 percent / potassium carbonate, acetic acid / methanol / 0.75 h / 22 °C 9: 91 percent / H2 / palladium hydroxide on carbon / methanol / 44 h / 3102.9 Torr 10: trifluoroacetic acid/water (9/1) / 1 h / 22 °C 11: 49 percent / liquid ammonia, sodium / -78 °C View Scheme

With  acetic acid; zinc in  tetrahydrofuran T=45°C; 0.25 h;   

Multi-step reaction with 2 steps 1: 96 percent / dicyclohexylcarbodiimde, copper(I) chloride / acetonitrile / 16 h / 35 °C2: 84 percent / zinc dust, acetic acid / tetrahydrofuran / 0.25 h / 45 °C  

Multi-step reaction with 10 steps 1: 81 percent / cerium(IV) ammonium nitrate, HNO3 / ethanol / 0.25 h / -42 °C2: 80 percent / L-selectride / tetrahydrofuran / 2 h / -78 °C3: pyridine / 1 h / 0 °C4: 100 percent / sodium azide, ammonium chloride / dimethylformamide / 16 h / 22 °C5: 4 N HCl / dioxane / 96 h / 22 °C6: 554 mg / sodium acetate / 6.5 h / 50 °C7: 59 percent / SnCl4 / CH2Cl2; acetonitrile / 16 h / 22 °C8: 88 percent / potassium carbonate, acetic acid / methanol / 0.75 h / 22 °C9: 91 percent / H2 / palladium hydroxide on carbon / methanol / 44 h / 3102.9 Torr10: trifluoroacetic acid/water (9/1) / 1 h / 22 °C