Multi-step reaction with 9 steps
1: triethylamine / dichloromethane / 18 h / 20 °C
2: lithium borohydride / tetrahydrofuran / 18.83 h / 0 - 20 °C / Inert atmosphere
3: triethylamine / dichloromethane / 1.58 h / 25 °C
4: lithium iodide / 1,4-dioxane / 1 h / 107 °C
5: N,N-dimethyl-formamide / 1 h / 20 °C
6: sodium periodate / ethyl acetate; water; methanol / 16 h / 20 °C
7: magnesium oxide; [bis(acetoxy)iodo]benzene / dirhodium tetraacetate / dichloromethane / 96 h / 20 °C
8: sodium hydroxide / tetraoctyl ammonium bromide / 2-methyltetrahydrofuran / 48 h / 20 °C / Inert atmosphere
9: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 6 h / 90 °C / Inert atmosphere
With
sodium periodate; lithium borohydride; [bis(acetoxy)iodo]benzene; magnesium oxide; sodium carbonate; triethylamine; sodium hydroxide; lithium iodide;
bis-triphenylphosphine-palladium(II) chloride; dirhodium tetraacetate; tetraoctyl ammonium bromide;
In
tetrahydrofuran; 2-methyltetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;