1: 87 percent / OsO4, N-methylmorpholine N-oxide / acetone; H2O / Ambient temperature 2: 91 percent / tetrahydrofuran / Ambient temperature 3: 94 percent / Bu3SnH, AIBN / toluene / Heating 4: 1.) 2 N aq. NaOH, 2.) H2, HCl / 2.) 10percent Pd/C / 1.) MeOH, 0-3 deg C, 2.) MeOH, RT 5: pyridine 6: pyridine / Ambient temperature 7: 91 percent / HF / acetonitrile / Ambient temperature 8: 91 percent / Jones' reagent / acetone / 0 - 20 °C 9: 100 percent / 0.2 N aq. NaOH / Ambient temperature View Scheme