1: Ti(OiPr)4, (-)-DIPT, TBHP, 4 Angstroem molecular sieves / -20 °C 2: SO3*pyridine, DMSO, Et3N 3: 73 percent / 4 Angstroem molecular sieves / toluene / -78 °C 4: 1.) CF3CO2H, 2.) H2O2, KF, KHCO3 / 1.) THF, 0 deg C, 2.) THF, MeOH, 23 deg C 5: pPTs / CH2Cl2 6: O3; Ph3P / CH2Cl2 / -78 °C 7: 1.) NH4OAc, 3 Angstroem molecular sieves, 2.) NaCNBH3 / 1.) MeOH, reflux 8: 6N HCl / tetrahydrofuran View Scheme

1: pyridinium p-toluenesulfonate / dichloromethane / 3 h / 25 °C 2: sodium azide / dimethyl sulfoxide / 2.5 h / 25 °C 3: lithium aluminium tetrahydride / diethyl ether / 1.5 h / 0 - 25 °C 4: triethylamine / tetrahydrofuran / 3 h / 0 °C 5: toluene-4-sulfonic acid / methanol / 1.5 h / 0 - 25 °C 6: (S)-3,5-tBu-4-MeO-MeOBIPHEP(AuCl)2; silver perchlorate / 1,4-dioxane / 48 h / 25 °C / Inert atmosphere 7: triethylamine / methanol / 12 h / 25 °C 8: sodium hydrogencarbonate / ethanol; water / 3 h / 25 °C View Scheme

1: pyridine / dichloromethane / 0 - 20 °C 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C 3: tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine / tetrahydrofuran / 24 h / 20 °C / |Schlenk technique; |Inert atmosphere View Scheme