1: sodium azide; ammonium chloride / methanol / 6.5 h / 10 - 20 °C 2: toluene / 1 h / 20 °C 3: toluene / 7 h / |Reflux 4: boron trifluoride diethyl etherate / 17 h / 0 - 20 °C 5: sulfuric acid / ethanol / 16 h / 78 °C 6: sodium carbonate / 0.5 h / 20 °C / pH 6.5 - 7 7: sodium azide / water; ethanol / 24 h / |Reflux 8: 5 Pd/C; hydrogen / ethanol / 3 h / 24 °C View Scheme

1: toluene / 1 h / 20 °C 2: toluene / 7 h / |Reflux 3: boron trifluoride diethyl etherate / 17 h / 0 - 20 °C 4: sulfuric acid / ethanol / 16 h / 78 °C 5: sodium carbonate / 0.5 h / 20 °C / pH 6.5 - 7 6: sodium azide / water; ethanol / 24 h / |Reflux 7: 5 Pd/C; hydrogen / ethanol / 3 h / 24 °C View Scheme

1.1: pyridine / dichloromethane / 0.5 h / -10 - 0 °C / Inert atmosphere 2.1: sodium azide / water; acetone / 15 h / 20 °C 3.1: 2,6-dimethylpyridine / chloroform / 5 h / Inert atmosphere; Reflux 4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere; Cooling with ice 4.2: 55 °C / Inert atmosphere View Scheme

1.1: sodium azide / water; acetone / 15 h / 20 °C 2.1: 2,6-dimethylpyridine / chloroform / 5 h / Inert atmosphere; Reflux 3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere; Cooling with ice 3.2: 55 °C / Inert atmosphere View Scheme

1.1: 2,6-dimethylpyridine / chloroform / 5 h / Inert atmosphere; Reflux 2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere; Cooling with ice 2.2: 55 °C / Inert atmosphere View Scheme

1.1: pyridine; hydroxylamine hydrochloride / ethanol / 2 h / 20 °C / Inert atmosphere 2.1: sodium tetrahydroborate; molybdenum(VI) oxide / methanol / 0.5 h / 20 °C / Inert atmosphere 3.1: triethylsilane; titanium tetrachloride / dichloromethane / 7 h / -78 - -10 °C / Inert atmosphere 3.2: -10 °C / Inert atmosphere 4.1: methanol / 3 h / 20 °C / Inert atmosphere 5.1: pyridine / dichloromethane / 0.5 h / -10 - 0 °C / Inert atmosphere 6.1: sodium azide / water; acetone / 15 h / 20 °C 7.1: 2,6-dimethylpyridine / chloroform / 5 h / Inert atmosphere; Reflux 8.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere; Cooling with ice 8.2: 55 °C / Inert atmosphere View Scheme

1.1: sodium tetrahydroborate; molybdenum(VI) oxide / methanol / 0.5 h / 20 °C / Inert atmosphere 2.1: triethylsilane; titanium tetrachloride / dichloromethane / 7 h / -78 - -10 °C / Inert atmosphere 2.2: -10 °C / Inert atmosphere 3.1: methanol / 3 h / 20 °C / Inert atmosphere 4.1: pyridine / dichloromethane / 0.5 h / -10 - 0 °C / Inert atmosphere 5.1: sodium azide / water; acetone / 15 h / 20 °C 6.1: 2,6-dimethylpyridine / chloroform / 5 h / Inert atmosphere; Reflux 7.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere; Cooling with ice 7.2: 55 °C / Inert atmosphere View Scheme

1.1: triethylsilane; titanium tetrachloride / dichloromethane / 7 h / -78 - -10 °C / Inert atmosphere 1.2: -10 °C / Inert atmosphere 2.1: methanol / 3 h / 20 °C / Inert atmosphere 3.1: pyridine / dichloromethane / 0.5 h / -10 - 0 °C / Inert atmosphere 4.1: sodium azide / water; acetone / 15 h / 20 °C 5.1: 2,6-dimethylpyridine / chloroform / 5 h / Inert atmosphere; Reflux 6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere; Cooling with ice 6.2: 55 °C / Inert atmosphere View Scheme

1.1: methanol / 3 h / 20 °C / Inert atmosphere 2.1: pyridine / dichloromethane / 0.5 h / -10 - 0 °C / Inert atmosphere 3.1: sodium azide / water; acetone / 15 h / 20 °C 4.1: 2,6-dimethylpyridine / chloroform / 5 h / Inert atmosphere; Reflux 5.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere; Cooling with ice 5.2: 55 °C / Inert atmosphere View Scheme

1.1: 5 Pd(II)/C(eggshell); hydrogen / ethanol / 120 h / 20 °C 2.1: sodium hydride / tetrahydrofuran / 0.75 h / 0 - 20 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere 3.1: 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; trichloroisocyanuric acid / dichloromethane / 0.75 h / 20 °C / Inert atmosphere; Cooling 4.1: pyridine; hydroxylamine hydrochloride / ethanol / 2 h / 20 °C / Inert atmosphere 5.1: sodium tetrahydroborate; molybdenum(VI) oxide / methanol / 0.5 h / 20 °C / Inert atmosphere 6.1: triethylsilane; titanium tetrachloride / dichloromethane / 7 h / -78 - -10 °C / Inert atmosphere 6.2: -10 °C / Inert atmosphere 7.1: methanol / 3 h / 20 °C / Inert atmosphere 8.1: pyridine / dichloromethane / 0.5 h / -10 - 0 °C / Inert atmosphere 9.1: sodium azide / water; acetone / 15 h / 20 °C 10.1: 2,6-dimethylpyridine / chloroform / 5 h / Inert atmosphere; Reflux 11.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere; Cooling with ice 11.2: 55 °C / Inert atmosphere View Scheme