1: 87 percent / imidazole / dimethylformamide / 48 h / Ambient temperature 2: 1) O2 + O3, 2) Me2S / 1) CH2Cl2, -70 deg C, 2) a) -70 deg C -> r.t., b) 40 deg C, 48 h 3: 1) butyllithium / 1) hexanes, THF, r.t., 20 min., 2) THF, 30 min. 4: 86 percent / KOH / methanol / 16 h / Ambient temperature 5: 1) NaHCO3, 2) I2 / 1) CH3CN, 0 deg C, 5 min., 2) 0 deg C, 3 h 7: 87 percent / 40percent aq. HF / acetonitrile / 7 h / 0 °C 8: 92 percent / phosphoryl trichloride, pyridine / 5 h / 65 °C View Scheme

1: 1H-imidazole / dichloromethane / 25 - 30 °C 2: N-bromosuccinmide / acetone / -10 - 15 °C 3: sodium hydrogencarbonate; sodium hypochlorite; Aliquatreg; 336; potassium bromide; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / dichloromethane / -10 - 20 °C 4: potassium carbonate / dichloromethane / -10 - 10 °C View Scheme