1: 91 percent / i-Pr2EtN / CH2Cl2 / 24 h 2: 100 percent / diisobutylaluminium hydride / tetrahydrofuran / 2 h / -78 °C 3: 80 percent / toluene / 6 h / 95 °C 4: 60 percent / pyridinium chlorochromate, toluene-p-sulfonic acid / CH2Cl2 / 12 h / Ambient temperature 5: 87 percent / MeLi, CuCN / tetrahydrofuran / 0.5 h / -78 °C 6: 50 percent / DIBAL-H / diethyl ether / 1 h / -78 °C 7: 87 percent / i-Pr2EtN / CH2Cl2 / 12 h / Ambient temperature 8: 1.) aq. HCl, 2.) LiOH / 1.) THF, room temperature, 14 h, 2.) H2O, MeOH, room temperature, 10 h 9: 1.) Et3N, 2,4,6-trichlorobenzoyl chloride, 2.) N,N-dimethylaminopyridine / 1.) THF, room temperature, 6 h, 2.) toluene, reflux, 14 h 10: 85 percent / TiCl4 / CH2Cl2 / 2 h / 0 °C View Scheme