1: 91 percent / 1N HCl / tetrahydrofuran / Ambient temperature 2: 75 percent / Et3N, trifluoracetic acid / dimethylsulfoxide; CH2Cl2 / -78 °C 3: p-TsOH / dioxane / Heating 4: 97 percent / NaBH4 / methanol / -78 deg C then room temp. View Scheme

Multi-step reaction with 2 steps 1: H2 / 10percent Pd/C / ethanol2: BH3 / tetrahydrofuran; methanol / Heating  

Multi-step reaction with 5 steps 1: 1.) t-BuLi; / 1.) THF, -78 deg C; 2.) THF/HMPA, -78 deg C;2: 77 percent / t-BuLi / tetrahydrofuran / -78 deg C then room temp.4: H2 / 10percent Pd/C / ethanol5: BH3 / tetrahydrofuran; methanol / Heating