1: 1.) MeLi / 1.) THF, -78 deg C 2: toluene / Irradiation 3: 1.) OsO4, NaIO4, 2.) NaBH4 / 1.) THF,H2O, 2.) ethanol 4: pyridine 5: dimethylformamide 6: CH3CO3H, NaHCO3 / CH2Cl2 7: 1.) LDA / 1.) THF, 0 deg C, 15 min 8: pyridine / 23 °C 9: Li, NH3 / tetrahydrofuran / -78 °C 10: 2.) K2CO3 / 1.) 1,2-dichloroethane, 70 deg C, 24 h, 2.) MeOH, 0 deg C 11: 1.) LiN(SiMe3)2 / 1.) dioxane 12: 80percent HOAc 13: Na2CO3, KOH / ethanol; tetrahydrofuran View Scheme