1: With iodine in chloroform 0.0833333 h; 2: With potassium carbonate in chloroform T=20°C; 0.5 h; Reagent/catalystSolventTime;

1.1: tetrahydrofuran / 2 h / 20 °C / |Inert atmosphere 2.1: sodium hydroxide / ethanol / 3 h / |Inert atmosphere 2.2: |Inert atmosphere 3.1: hydrogen; bis(1,5-cyclooctadiene)-rhodium(I) tetrafluoroborate; tris (α-naphthyl)phosphine; (3aR,8aR)-(−)-(2,2-dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine / isopropyl alcohol / 20 h / 30 °C / 18751.9 Torr / |Inert atmosphere View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: sodium azide / water; acetone / 0.5 h / 20 &deg;C / |Inert atmosphere<br />2: water; triphenylphosphine / tetrahydrofuran / 20 &deg;C / |Inert atmosphere<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: sulfuric acid; hydrogen bromide / water / 20 &deg;C / |Inert atmosphere<br />2: sodium azide / water; acetone / 0.5 h / 20 &deg;C / |Inert atmosphere<br />3: water; triphenylphosphine / tetrahydrofuran / 20 &deg;C / |Inert atmosphere<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 1,4-diaza-bicyclo[2.2.2]octane / 1,4-dioxane; water / 20 &deg;C / |Inert atmosphere<br />2: sulfuric acid; hydrogen bromide / water / 20 &deg;C / |Inert atmosphere<br />3: sodium azide / water; acetone / 0.5 h / 20 &deg;C / |Inert atmosphere<br />4: water; triphenylphosphine / tetrahydrofuran / 20 &deg;C / |Inert atmosphere<br /> <br /> &nbsp;