1: dibenzoyl peroxide; hydrogen bromide / und Erwaermen des Reaktionsprodukts mit Methanol (oder Aethanol) unter Zusatz von Toluol-4-sulfonsaeure 2: diethylene glycol; potassium fluoride / 110 °C 3: phosphorus (III)-bromide 4: aqueous ethanol 5: concentrated aqueous hydrochloric acid View Scheme

1: 1.) BF3*Et2O, NaBH4, 2.) Jones reagent / 1.) THF, 18-22 deg C, 11 h, 2.) 0 deg C to 20 deg C, 1 h, 2 h 2: 60 percent / Pb(OAc)4, Cu(OAc)2*H2O, Py / benzene / 3 h / Heating 3: 25.3 g / Br2 / CH2Cl2 / 0.5 h / 20 °C 4: 80 percent / t-BuOK, dibenzo-18-crown-6 / hexane / 24 h / Heating 5: 92 percent / TsOH / diethyl ether / 20 h / 20 °C 6: Li, FeCl3, liq. NH3 / 1 h / -33 °C 7: tetrahydrofuran; dimethylsulfoxide 8: TsOH / methanol; H2O / 20 °C View Scheme

dihydrogen hexachloroplatinate; trichlorosilane in isopropyl alcohol

sodium tetrahydroborate; jones reagent; boron trifluoride diethyl etherate 1.) THF, 18-22 deg C, 11 h, 2.) 0 deg C to 20 deg C, 1 h, 2 h; Yield given. Multistep reaction;

1: 72 percent / EtAlCl2 / hexane; CH2Cl2 / 0.17 h / 0 °C 2: 1.) (o-nitrophenyl)selenyl cyanate, n-Bu3P, 2.) aq. H2O2 / 1.) 7 h, 25 deg C, 2.) THF, 1 h, 0 deg C View Scheme