[RhCl(η2:η2-cycloocta-1,5-diene)]2; sodium carbonate in water T=80°C; 1 h;

1: 1-trifluoromethyl-4-bromobenzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; Inert atmosphere; 2: With indium(III) chloride in tetrahydrofuran; hexane T=-78 - 20°C; 4 h; Inert atmosphere; 3: cyclohexenon With methanol; [RhCl(η2:η2-cycloocta-1,5-diene)]2; 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl in tetrahydrofuran; hexane T=110°C; Inert atmosphere;

chloroform; palladium diacetate; caesium carbonate; triphenylphosphine in toluene T=80°C; 24 h; Inert atmosphere;

jones reagent; hydrogen; palladium on activated charcoal 1.) EtOAc, 30 psi, 8 h; Yield given. Multistep reaction;

1: 1.) n-BuLi / 1.) Et2O, hexane, 0 deg C, 30 min, 2.) 0 deg C, 2 h 2: 1.) H2, 2.) Jones reagent / 1.) 10percent Pd/C / 1.) EtOAc, 30 psi, 8 h View Scheme

1: 1.) n-BuLi / 1.) Et2O, hexane, 0 deg C, 30 min, 2.) 0 deg C, 2 h 2: 1.) H2, 2.) Jones reagent / 1.) 10percent Pd/C / 1.) EtOAc, 30 psi, 8 h View Scheme

copper(l) iodide; chloro-trimethyl-silane; [Ni(2,2'-bipyridine)3(2+)][BF4(1-)]2; N,N,N',N,-tetramethylethylenediamine; tetrabutylammomium bromide; zinc dibromide 1.) electrolysis, zinc anode, DMF, 5 h, 2.) DMF, RT; Yield given. Multistep reaction;

2-(N,N-dimethylamino)-pyridine; palladium (II) trifluoroacetate; oxygen; toluene-4-sulfonic acid in dimethyl sulfoxide T=80°C; P=760.051 Torr; 24 h;