1: diisobutylaluminium hydride / toluene / 3.5 h / -78 °C 2: dichloromethane / 18 h / 20 °C 3: diisobutylaluminium hydride / toluene / 2 h / -78 °C 4: Montmorillonite K-10 / dichloromethane / 5 h / 20 °C 5: N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C 6: AD-mix-α; methanesulfonamide / water; tert-butyl alcohol / 72 h / 0 °C 7: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C 8: pyridinium p-toluenesulfonate / dichloromethane / 4 h / 60 °C 9: methanol; potassium carbonate / dichloromethane / 18 h / 20 °C View Scheme

diisobutylaluminium hydride in toluene T=-78°C; Inert atmosphere;

1: diisobutylaluminium hydride / toluene / 3.5 h / -78 °C 2: dichloromethane / 18 h / 20 °C View Scheme