dimethylaluminum chloride in hexane; dichloromethane T=0 - 25°C; 1.5 h;

1: 72 percent / 0.08 h / Heating 2: 80 percent / K2CO3 / acetone / 1 h / Heating 3: 63 percent / LiCl / hexamethylphosphoric acid triamide / 5 h / 100 °C 4: 1) CeCl3*7H2O / 1) THF, -78 deg C, 30 min, 2) THF, -78 deg C, 3 h 5: 55 percent / Me2AlCl / CH2Cl2; hexane / 1.5 h / 0 - 25 °C View Scheme

1: 80 percent / K2CO3 / acetone / 1 h / Heating 2: 63 percent / LiCl / hexamethylphosphoric acid triamide / 5 h / 100 °C 3: 1) CeCl3*7H2O / 1) THF, -78 deg C, 30 min, 2) THF, -78 deg C, 3 h 4: 55 percent / Me2AlCl / CH2Cl2; hexane / 1.5 h / 0 - 25 °C View Scheme

1: 63 percent / LiCl / hexamethylphosphoric acid triamide / 5 h / 100 °C 2: 1) CeCl3*7H2O / 1) THF, -78 deg C, 30 min, 2) THF, -78 deg C, 3 h 3: 55 percent / Me2AlCl / CH2Cl2; hexane / 1.5 h / 0 - 25 °C View Scheme