1: 84 percent / Li; NH3 / tetrahydrofuran / 3.33 h / -78 - -40 °C 2: TPAP; NMO; 4 Angstroem molecular sieves / CH2Cl2 / 0.5 h / 0 °C 3: 398 mg / BF3*Et2O / CH2Cl2 / 1 h / -90 °C 4: 76 mg / SmI2 / tetrahydrofuran; methanol / 14 h / -16 °C 5: 97 percent / NEt3; DMAP / CH2Cl2 / 14 h / 20 °C 6: 82 percent / DDQ / CH2Cl2; H2O / 0.25 h 7: TPAP; NMO; 4 Angstroem molecular sieves / CH2Cl2 / 0.42 h 8: 130 mg / diisopropylamine; n-BuLi / tetrahydrofuran; methyl acetate / 1 h / -78 - 20 °C 9: 86 percent / aq. HCl / methanol / 12 h / Heating View Scheme