1: 80 percent / OsO4, trimethylamine-N-oxide, pyridine / H2O; 2-methyl-propan-2-ol / Heating 2: 100 percent / pyridine, N,N-dimethylaminopyridine (DMAP) / CH2Cl2 3: 86 percent / pyridine, N,N-dimethylaminopyridine (DMAP) / CH2Cl2 4: 71 percent / triethylamine, 1,8-diazobicyclo<5.4.0>undec-7-ene / CH2Cl2 5: 75 percent / DIBAL-H / tetrahydrofuran / 0 °C 6: 95 percent / pyridine, N,N-dimethylaminopyridine (DMAP) / CH2Cl2 7: 80 percent / pyridinium chlorochromate, molecular sieves 3A / CH2Cl2 8: 100 percent / CF3CO2H / H2O / Ambient temperature View Scheme