1: palladium-strontium carbonate; ethanol / Hydrogenation 2: toluene-4-sulfonyl chloride; pyridine / Behandeln des Reaktionsprodukts (Oel) mit Natriumjodid in Aceton View Scheme

tert.-butylhydroperoxide; N-methyl-C-phenylhydroxamic acid; vanadium triisopropoxide oxide in toluene T=-20 - 20°C; 52 h;

p-benozquinone in diethylene glycol dimethyl ether T=120°C; 19 h;

hydrogen; palladium on activated charcoal in methanol

1: 67 percent / pyridine / CH2Cl2 / 3 h / 0 - 20 °C 2: 50 percent / 1,2-bis(diphenylphosphino)ethane / tetrakis(triphenylphosphine)palladium(0) / tetrahydrofuran / 24 h / 20 °C 3: 66 percent / aq. HCl / diethyl ether / 1 h 4: 6.50 g / DMAP; Et3N / CH2Cl2 / 20 °C 5: 76 percent / K2CO3; iodine / acetonitrile / 3 h / 20 °C 6: 82 percent / DBU / dimethylformamide / 1 h / 90 °C View Scheme

Cu(ClO4)2*6H2O; trimethylsilylazide; 2,3-dicyano-5,6-dichloro-p-benzoquinone in 1,2-dichloro-ethane T=60°C; 2 h;