1: With triphenylphosphine in tetrahydrofuran; water T=50°C; Inert atmosphere; 2: With hydrogenchloride in tetrahydrofuran; 1,4-dioxane; water T=20°C; 0.0833333 h; Inert atmosphere;

1.1: potassium carbonate / acetone / Reflux 2.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C 3.1: sodium tetrahydroborate; methanol / 4 h / 0 - 20 °C 4.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 20 °C 5.1: triphenylphosphine; water / tetrahydrofuran / 50 °C 5.2: 0.08 h / 20 °C View Scheme

1.1: sulfuric acid / 120 h / Reflux 2.1: potassium carbonate / acetone / Reflux 3.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C 4.1: sodium tetrahydroborate; methanol / 4 h / 0 - 20 °C 5.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 20 °C 6.1: triphenylphosphine; water / tetrahydrofuran / 50 °C 6.2: 0.08 h / 20 °C View Scheme

1.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C 2.1: sodium tetrahydroborate; methanol / 4 h / 0 - 20 °C 3.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 20 °C 4.1: triphenylphosphine; water / tetrahydrofuran / 50 °C 4.2: 0.08 h / 20 °C View Scheme

1.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 20 °C 2.1: triphenylphosphine; water / tetrahydrofuran / 50 °C 2.2: 0.08 h / 20 °C View Scheme

1.1: sodium tetrahydroborate; methanol / 4 h / 0 - 20 °C 2.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 20 °C 3.1: triphenylphosphine; water / tetrahydrofuran / 50 °C 3.2: 0.08 h / 20 °C View Scheme

1: With sodium hydrogencarbonate in water Inert atmosphere; 2: With sodium hydroxide in water pH=9; Inert atmosphere;