1: With lithium aluminium tetrahydride in tetrahydrofuran T=10°C; 21.85 h; Inert atmosphereReflux; 2: With water; sodium hydroxide in tetrahydrofuran Cooling with ice-water;

1: 96 percent / thionyl chloride / 1.) 0 deg C, 1 h, 2.) RT, overnight 2: 1.) LDA, N,N,N',N'-tetramethylenediamine / 1.) THF, hexanes, -75 deg C, 10 min, 2.) a.) -78 deg C, 1 h, b.) from -78 deg C to 0 deg C 3: H2 / Raney nickel / methanol; tetrahydrofuran / 46 h / 50 °C / 2585.7 Torr 4: toluene / 48 h / Heating 5: lithium aluminum hydride / tetrahydrofuran / 1.) RT, 2 d, 2.) reflux, 2 h View Scheme

1: H2 / Raney nickel / methanol; tetrahydrofuran / 46 h / 50 °C / 2585.7 Torr 2: toluene / 48 h / Heating 3: lithium aluminum hydride / tetrahydrofuran / 1.) RT, 2 d, 2.) reflux, 2 h View Scheme

1: 1.) LDA, N,N,N',N'-tetramethylenediamine / 1.) THF, hexanes, -75 deg C, 10 min, 2.) a.) -78 deg C, 1 h, b.) from -78 deg C to 0 deg C 2: H2 / Raney nickel / methanol; tetrahydrofuran / 46 h / 50 °C / 2585.7 Torr 3: toluene / 48 h / Heating 4: lithium aluminum hydride / tetrahydrofuran / 1.) RT, 2 d, 2.) reflux, 2 h View Scheme

1: toluene / 48 h / Heating 2: lithium aluminum hydride / tetrahydrofuran / 1.) RT, 2 d, 2.) reflux, 2 h View Scheme

1: With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl in toluene T=62 - 75°C; 5 h; Inert atmosphere; 2: With hydrogenchloride in tert-butyl methyl ether; water; toluene Cooling with ice-water; 3: With sodium hydroxide in tert-butyl methyl ether; water pH=13; Cooling with ice-water;

triethylamine in dichloromethane T=20°C; Stirring overnight;

potassium tert-butylate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl in toluene T=90°C; 8 h;

potassium tert-butylate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl in toluene T=90°C; 8 h;