diisobutylaluminium hydride in hexane; toluene T=-78°C; 0.0833333 h;

1: N-cyclohexylbutylideneamine With lithium diethylamide in tetrahydrofuran T=-65 - -10°C; 2: 1-bromo-3-chloro-propane in tetrahydrofuran T=-70 - 20°C; 3: With hydrogenchloride T=-20 - 20°C;

1: 1) diisopropylamine, n-BuLi / 1) THF, hexane, -78 deg C, 20 min 2.a) HMPA, -78 deg C, 14 h b) 0 deg C, 0.5 h 2: 88 percent / diisobutylaluminum hydride / toluene; hexane / 0.08 h / -78 °C View Scheme