1: 99 percent / imidazole / dimethylformamide / 3 h / 20 °C 2: 90 percent / NMO / aq. OsO4 / tetrahydrofuran / 72 h / 20 °C 3: 97 percent / PPTS / CH2Cl2 / 24 h / 20 °C 4: 96 percent / H2 / 10 percent Pd/C; CHCl3 / ethyl acetate / 17 h / 20 °C 5: 97 percent / Dess-Martin reagent / CH2Cl2 / 0.5 h / 20 °C 6: 78 percent / acetic acid / 96 h / 60 °C View Scheme

1: 99 percent / imidazole / dimethylformamide / 3 h / 20 °C 2: 90 percent / NMO / aq. OsO4 / tetrahydrofuran / 72 h / 20 °C 3: 97 percent / PPTS / CH2Cl2 / 24 h / 20 °C 4: 98 percent / TBAF / tetrahydrofuran / 2.5 h / 20 °C 5: 96 percent / Dess-Martin reagent / CH2Cl2 / 0.5 h / 20 °C 6: 76 percent / acetic acid / 96 h / 60 °C View Scheme