1: trifluoroacetic acid / acetone / 24 h / 65 °C 2: sodium tetrahydroborate / methanol / 1.5 h / 0 - 20 °C / Inert atmosphere View Scheme

hydrogenchloride in tetrahydrofuran T=20°C; Hydrolysis; 2 h;

1: trifluoroacetic acid / acetone / 24 h / 65 °C 2: sodium tetrahydroborate / methanol / 1.5 h / 0 - 20 °C / Inert atmosphere 3: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere 4: sodium azide / 24 h 5: 10 palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C View Scheme

1: trifluoroacetic acid / acetone / 24 h / 65 °C 2: sodium tetrahydroborate / methanol / 1.5 h / 0 - 20 °C / Inert atmosphere 3: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere 4: sodium azide / 24 h 5: 10 palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C View Scheme

1.1: trifluoroacetic acid / acetone / 24 h / 65 °C 2.1: D-glucose / water / 24 h / 30 °C / Enzymatic reaction 3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0.5 h / -20 °C / Inert atmosphere 3.2: 10 h / -25 - -15 °C 4.1: water; triphenylphosphine / 15 h / 65 °C 5.1: triethylamine / dichloromethane / 1 h / 20 °C 6.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 20 °C 6.2: 1 h / 20 °C 7.1: water; sodium hydroxide / isopropyl alcohol / 24 h / 100 °C View Scheme

1: trifluoroacetic acid / acetone / 24 h / 65 °C 2: sodium tetrahydroborate / methanol / 1.5 h / 0 - 20 °C / Inert atmosphere 3: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere 4: sodium azide / 24 h 5: 10 palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C View Scheme

potassium phosphate; magnesium sulfate; acetic acid; Pd0(tris(tert-butyl)phosphine)2 in N,N-dimethyl acetamide T=90°C; 2 h;

in ethylene glycol T=180°C; Cyclization; 4 h;

sodium hydroxide; phenylhydrazine; Zinc chloride in dichloromethane; benzene

1: in ethanol T=20°C; Fischer indole synthesis; 0.5 h; 2: in ethylene glycol T=190°C; 4.5 h;