1: 99 percent / DIBAl-H / diethyl ether / 3 h / 0 - 20 °C 2: 96 percent / tBuOOH; Ti(OiPr)4; (-)-diethyl tartrate / CH2Cl2 / -40 - 20 °C 3: 96 percent / Red-Al / tetrahydrofuran / 1 h / 0 °C 4: 98 percent / imidazole / dimethylformamide / 44 h / 60 °C 5: 80 percent / H2 / Pd/C / ethanol / 48 h / 20 °C 6: 97 percent / 1 h / -78 - 0 °C 7: 82 percent / diethyl ether / 0.5 h / 0 °C 8: 80 percent / CrO3; H2SO4 / acetic acid / 2 h View Scheme

With  diisobutylaluminium hydride in  diethyl ether 3 h;  -78 deg C -> RT;