tri-n-butyl-tin hydride; lithium chloride; tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran T=50°C; 2.5 h;

1: 62 percent / pyridine / CH2Cl2 / 4 h / Heating 2: 80 percent / Bu3SnH, LiCl / Pd(Ph3P)4 / tetrahydrofuran / 2.5 h / 50 °C View Scheme

1: 65 percent / tetrahydrofuran; diethyl ether / 1.) -78 deg C, 1 h; 2.) -20 deg C, 2.5 h 2: 90 percent / lithium diisopropylamide, triethylamine / 1,2-dimethoxy-ethane / 0.25 h / 0 °C 3: 2.) 1 N hydrochloric acid / 1.) 425 deg C, n-hexane; 2.) methanol, room temperature, 30 min View Scheme

1: 90 percent / lithium diisopropylamide, triethylamine / 1,2-dimethoxy-ethane / 0.25 h / 0 °C 2: 2.) 1 N hydrochloric acid / 1.) 425 deg C, n-hexane; 2.) methanol, room temperature, 30 min View Scheme

in hexane T=450°C;

hydrogenchloride 1.) 425 deg C, n-hexane; 2.) methanol, room temperature, 30 min; Yield given. Multistep reaction;