1: 70 percent / diethyl ether / -10 °C 2: 90 percent / triphenylphosphine, carbon tetrachloride / 12 h / Heating 3: diisobutylaluminium hydride / tetrahydrofuran / -40 °C 4: manganese dioxide / hexane / Ambient temperature 5: KCN, 18-crown-6 / 1 h / 0 °C 6: trimethylbenzylammonium fluoride / tetrahydrofuran; H2O / 0 °C 8: 79 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / 56 °C 9: p-toluenesulfonic acid / methanol / 1 h / 0 °C 10: 2percent aqueous sodium hydroxide / diethyl ether / 0.33 h View Scheme