1: 57 percent / lithium diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / -55 °C 2: 87 percent / LiAlH4 / tetrahydrofuran / -78 - 20 °C 3: imidazole, pyridinum toluene-p-sulphonate / 1.) dimethylformamide 2.) Ch2Cl2 4: 84 percent / NaIO4, KMnO4, Na2CO3, CH2N2 / dioxane; H2O; diethyl ether 5: 81 percent / NaH, hexamethylphosphoramide / dimethylsulfoxide; hexamethylphosphoric acid triamide; H2O / 175 °C View Scheme

 in  tetrahydrofuran; methanol T=-78°C;   

Multi-step reaction with 2 steps 1: 94 percent / methanol; tetrahydrofuran / -60 - 10 °C2: dicyclohexylcarbodiimide, hydroxybenzotriazole / 1.) THF 2.) Et3N  

Multi-step reaction with 3 steps 1: 72 percent / HCl / dioxane / 60 °C2: 94 percent / methanol; tetrahydrofuran / -60 - 10 °C3: dicyclohexylcarbodiimide, hydroxybenzotriazole / 1.) THF 2.) Et3N  

Multi-step reaction with 2 steps 1: 57 percent / lithium diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / -55 °C2: 87 percent / LiAlH4 / tetrahydrofuran / -78 - 20 °C  

Multi-step reaction with 3 steps 1: 57 percent / lithium diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / -55 °C2: 87 percent / LiAlH4 / tetrahydrofuran / -78 - 20 °C3: imidazole, pyridinum toluene-p-sulphonate / 1.) dimethylformamide 2.) Ch2Cl2  

Multi-step reaction with 4 steps 1: 57 percent / lithium diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / -55 °C2: 87 percent / LiAlH4 / tetrahydrofuran / -78 - 20 °C3: imidazole, pyridinum toluene-p-sulphonate / 1.) dimethylformamide 2.) Ch2Cl2 4: 84 percent / NaIO4, KMnO4, Na2CO3, CH2N2 / dioxane; H2O; diethyl ether  

With  lithium diisopropyl amide in  tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=-55°C; 1 h;