1: HCl / dioxane / 40 °C 2: (COCl)2, DMF / benzene 3: pyridine, DMAP / toluene 4: 1.) O2, 2.) (MeO)3P / 1.) toluene, 80 deg C, 2.) toluene 5: 71 percent / Et3N, DMAP / CH2Cl2 6: 1.) O3, MeOH, 2.) p-NO2-C6H4COCl, Et3N, DMAP / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2 7: 67 percent / BF3*Et2O / toluene / -78 °C 8: 100 percent / H2 / Pd(OH)2 / methanol; ethyl acetate; H2O View Scheme