1: [i-PrPPh3](+)Br(-) With n-butyllithium in tetrahydrofuran; hexane T=0°C; 0.5 h; 2: 6-oxo-hexanoic acid methyl ester in tetrahydrofuran; hexane T=-78 - 20°C;

1: isopropyl-triphenyl-phosphonium iodide With n-butyllithium in tetrahydrofuran; hexane T=-30°C; 0.333333 h; 2: 6-oxo-hexanoic acid methyl ester in tetrahydrofuran; hexane T=-78°C; Wittig olefination; 2 h; Further stages.;

n-butyllithium 1.) THF, hexane, 0 deg C, 45 min; 2.) THF, -78 deg C to RT; Yield given. Multistep reaction;

1: 96 percent / lithium aluminium hydride / various solvent(s) / Heating 2: 97 percent / oxalyl chloride, DMSO / CH2Cl2 / 0.25 h / -78 °C View Scheme

hydrogen; palladium on activated charcoal in methanol T=20°C; 2 h;

diisobutylaluminium hydride in hexane; toluene T=0°C; 0.5 h;