1: With oxalyl dichloride; dimethyl sulfoxide in dichloromethane T=-78°C; 2: With triethylamine in dichloromethane T=-78 - 20°C;

hydrogen; [rhodium(I)(carbonyl)2(acetylacetonate)] in benzene T=60°C; P=7500.75 Torr; 6 h;

N,N-dicyclohexylmethylamine; potassium carbonate; bis(dibenzylideneacetone)-palladium(0); cataCXium PIntB in N,N-dimethyl-formamide T=100°C; 0.5 h; Molecular sieveInert atmosphere;

1: 80 percent / H2 / 10percent Pd/BaSO4 / methanol / 2 h 2: DIBAH / toluene / 4 h / -70 °C View Scheme

diisobutylaluminium hydride in toluene T=-70°C; 4 h; Yield given;

1: diisobutylaluminum hydride / diethyl ether; toluene / -78 °C 2: oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 20 °C View Scheme

1.1: dichloromethane / 2 h / 20 °C / Inert atmosphere 2.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / 0 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: 10 palladium on activated charcoal; hydrogen / ethanol / 4 h 4.1: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C / Inert atmosphere View Scheme

1: 10 palladium on activated charcoal; hydrogen / ethanol / 4 h 2: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C / Inert atmosphere View Scheme

1: palladium on activated charcoal; hydrogen / 4 h / 20 °C 2: pyridinium chlorochromate / dichloromethane / 10 h / 20 °C View Scheme

n-butyllithium 1.) THF, hexane, -30 deg C, 45 min, 2.) THF, -30 to -10 deg C, 90 min; Yield given. Multistep reaction;