1.1: triethylamine / tetrahydrofuran / -70 - 0 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / -70 °C / Inert atmosphere 2.2: -70 - 0 °C / Inert atmosphere 3.1: potassium hexamethylsilazane / tetrahydrofuran; hexane / 1.17 h / -72 °C / Inert atmosphere 3.2: 2 h / -72 °C / Inert atmosphere 4.1: lithium borohydride / methanol; diethyl ether / 20 °C 5.1: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water / 20 °C 6.1: Fetizon's reagent (silver carbonate on celite) / benzene / 4 h / Reflux 7.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.25 h / -78 °C / Inert atmosphere 7.2: 22 h / -78 - -50 °C / Inert atmosphere 8.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 20 °C / 760.05 Torr / Inert atmosphere 9.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -15 °C View Scheme

1: 1.)LDA, 2.) I2 / 1.) THF, from -78 deg C to RT, 5 h, 2.) THF, from -78 deg C to RT, 18 h 2: Ac2O / 24 h / Heating 3: 24 h / 80 °C 4: 1.) BH3*THF, 2) aq. HCl / 1.) THF, from -17 deg C to RT, 185 min, 2.)0 degC, 1h View Scheme

1.1: oxalyl chloride / CH2Cl2 / 20 h / 20 °C 2.1: tetrahydrofuran; hexane; acetonitrile / 4 h 3.1: 183 mg / rhodium (II) acetate dimer / CH2Cl2 / 1 h / Heating 4.1: phosphorus tribromide / CHCl3 / 1 h / 0 °C 4.2: 20 percent / CHCl3 / 1 h / Heating 5.1: 84 percent / DDQ / toluene / 15 h / Heating View Scheme

1: oxalyl chloride / CH2Cl2 / 20 h / 20 °C 2: tetrahydrofuran; hexane; acetonitrile / 4 h View Scheme

H4SiW12O40; bis-[(trifluoroacetoxy)iodo]benzene in acetonitrile T=0 - 20°C;