1: 85 percent / tetrahydrofuran / 14 h / -50 - 25 °C 2: 99 percent / tetrabutylammonium fluoride View Scheme

1,4-dioxane; copper oxide-chromium oxide T=250°C; P=147102 - 294203 Torr; Hydrogenation;

1,4-dioxane; copper oxide-chromium oxide T=250°C; P=147102 - 294203 Torr; Hydrogenation;

iron (III) acetylacetonate; N,N,N',N,-tetramethylethylenediamine; CPME in diethyl ether T=20°C; 18 h; Inert atmosphere;

potassium hydroxide T=150°C; 4 h;

1: sulfuric acid 2: hydrogen / 200 °C / 73550.8 - 110326 Torr 3: copper oxide-chromium oxide; dioxane / 250 °C / 147102 - 294203 Torr / Hydrogenation View Scheme

1: aqueous hydrobromic acid 2: sulfuric acid 3: hydrogen / 200 °C / 73550.8 - 110326 Torr 4: copper oxide-chromium oxide; dioxane / 250 °C / 147102 - 294203 Torr / Hydrogenation View Scheme

1: hydrogen / 200 °C / 73550.8 - 110326 Torr 2: copper oxide-chromium oxide; dioxane / 250 °C / 147102 - 294203 Torr / Hydrogenation View Scheme

1: triethylamine / dichloromethane / 21 h / 0 - 20 °C / |Inert atmosphere 2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 16 h / 70 °C / |Inert atmosphere 3: Oxonereg; / methanol; tetrahydrofuran / 19 h / 20 °C / |Inert atmosphere 4: N,N,N',N,-tetramethylethylenediamine; iron (III) acetylacetonate; CPME / diethyl ether / 18 h / 20 °C / |Inert atmosphere View Scheme

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 16 h / 70 °C / |Inert atmosphere 2: Oxonereg; / methanol; tetrahydrofuran / 19 h / 20 °C / |Inert atmosphere 3: N,N,N',N,-tetramethylethylenediamine; iron (III) acetylacetonate; CPME / diethyl ether / 18 h / 20 °C / |Inert atmosphere View Scheme