1: 28 g / lithium aluminium hydride / diethyl ether / 1.) -25 deg C, 0.5 h, 2.) 0 deg C, 2 h 2: 10.5 g / sodium periodate, disodium hydrogen phosphate / ethanol / 2.5 h / Ambient temperature 3: 1.) 30percent hydrogen peroxide, sodium hydroxide, 3.) activated manganese dioxide 4: 54 percent / tetrahydrofuran / 2 h / -90 - -80 °C 5: 1.) L-Selectride, 2.) 30percent hydrogen peroxide, 3 N sodium hydroxide, 3.) p-toluenesulfonic acid 6: 67 percent / silver oxide / acetonitrile / 46 h / Heating 7: 98 percent / lithium diisopropylamide / tetrahydrofuran 8: 89 percent / diisobutylaluminium hydride / toluene / 2.5 h / -110 °C 9: 89 percent / tetrahydrofuran / -35 °C 10: 100 percent / acetic acid / H2O / 4 h / Ambient temperature 11: 98 percent / lithium hydroxide monohydrate / H2O; methanol / 24 h / 25 °C 12: triethylamine / CH2Cl2 / 2 h 13: 51 percent / xylene / 11 h / Heating 14: 72 percent / N-chlorosuccinimide, silver nitrate / acetonitrile; H2O / 1.) -5 deg C, 0.5 h, 2.) room temperature, 1 h 15: 95 percent / sodium borohydride / methanol / 0.75 h / -110 °C 16: acetonitrile; pentane / 15 h / Ambient temperature 17: 16.1 mg / anhydrous sodium iodide, chlorotrimethylsilane / acetonitrile / 3.25 h View Scheme

1: 13 g / lithium aluminium hydride / diethyl ether / 1.) -25 deg C, 0.5 h, 2.) 0 deg C, 2 h 2: 56 g / N-ethyldiisopropylamine / CH2Cl2 / 0.17 h / -40 °C View Scheme

lithium aluminium tetrahydride in diethyl ether 1.) -25 deg C, 0.5 h, 2.) 0 deg C, 2 h;