1.1: 84 percent / Bu3SnH / AIBN / toluene / 2 h / Heating 2.1: N-methylmorpholine N-oxide; 4 Angstroem molecular sievs / tetrapropylammonium perruthenate / CH2Cl2 / 2 h / 20 °C 3.1: 4.33 g / CH2Cl2 / 18 h / Heating 4.1: 99 percent / H2 / Pd(OH)2/C / methanol / 66 h / 20 °C 5.1: 92 percent / 4-dimethylaminopyridine / tetrahydrofuran / 1.5 h / 50 °C 6.1: 75 percent / Bu3SnH / AIBN / toluene / 1.17 h / Heating 7.1: 86 percent / N-methylmorpholine N-oxide; 4 Angstroem molecular sieves / tetrapropylammonium perruthenate / CH2Cl2 / 0.5 h / 20 °C 8.1: diethyl ether / 2 h / -78 °C 9.1: 34 mg / Dess-Martin periodinane / CH2Cl2 / 3 h / 0 °C 10.1: dibutylboron triflate; diisopropylethylamine / CH2Cl2 / 0.5 h / -78 °C 10.2: CH2Cl2 / 3 h / -78 - 20 °C 11.1: 12 mg / pyridine; chromium trioxide / CH2Cl2 / 0.33 h / 20 °C 12.1: 85 percent / HF / H2O; acetonitrile / 3 h / 20 °C 13.1: LiOH / H2O; 1,2-dimethoxy-ethane / 7 h / 80 °C View Scheme