1: 1.) LDA, 2.) mCPBA / 1.) THF, -78 deg C, 2.) hexane, 25 deg C, 5 h 2: 95 percent / CH2Cl2 / 15 h / -45 °C 3: 63 percent / Burgess' reagent 4: 100 percent / pyridine 5: 65 percent / OsO4 6: DBU / toluene / 2 h / 105 °C 7: 75 percent / pyridine, DMAP / 24 h / 25 °C 8: 100 percent / HF*pyridine / acetonitrile / 11 h / 0 °C 9: tetrahydrofuran / 0.17 h / -78 °C 10: tetrapropylammonium perruthenate, NMO, molecular sieves / CH2Cl2 / 0.25 h / 25 °C 11: 1.) t-BuOK, 2.) benzeneseleninic anhydride, 3.) t-BuOK 12: pyridine, DMAP / 20 h / 25 °C 13: 94 percent / TASF / tetrahydrofuran / 1 h / 25 °C 14: 1.) LHMDS / 1.) THF, 2.) THF, 0 deg C, 1 h 15: HF, pyridine / acetonitrile / 1 h / 0 °C 16: H2 / Pd/C / ethanol / 1 h View Scheme