1: 67 percent / silver oxide / acetonitrile / 46 h / Heating 2: 98 percent / lithium diisopropylamide / tetrahydrofuran 3: 89 percent / diisobutylaluminium hydride / toluene / 2.5 h / -110 °C 4: 89 percent / tetrahydrofuran / -35 °C 5: 100 percent / acetic acid / H2O / 4 h / Ambient temperature 6: 98 percent / lithium hydroxide monohydrate / H2O; methanol / 24 h / 25 °C 7: triethylamine / CH2Cl2 / 2 h 8: 51 percent / xylene / 11 h / Heating 9: 72 percent / N-chlorosuccinimide, silver nitrate / acetonitrile; H2O / 1.) -5 deg C, 0.5 h, 2.) room temperature, 1 h 10: 95 percent / sodium borohydride / methanol / 0.75 h / -110 °C 11: acetonitrile; pentane / 15 h / Ambient temperature 12: 16.1 mg / anhydrous sodium iodide, chlorotrimethylsilane / acetonitrile / 3.25 h View Scheme