sodium acetate; acetone; copper dichloride T=0°C;

potassium tert-butylate in benzene 1.) 0 deg C - 4 deg C, 2 h, 2.) r.t., 72 h;

potassium hydroxide; 18-crown-6 ether in benzene 20 h; Heating;

molybdenum peroxide; dimethyl sulfoxide in benzene 20 h; Heating;

potassium hydroxide; 18-crown-6 ether in benzene 25 h; Heating;

potassium tert-butylate in benzene 1.) 0 deg C - 4 deg C, 2 h, 2.) r.t., 72 h;

(allylPdCl)2; bis(1,2-diphenylphosphino)benzene; water; cesium fluoride in tetrahydrofuran T=20°C; 16 h; Inert atmosphere; enantioselective reaction;

1: trimethylaluminum; zirconocene dichloride / dichloromethane; water / -15 °C 2: sodium tetrahydroborate / water; methanol / 1 h / 0 - 20 °C 3: titanium(IV) isopropylate; tert-butyl hydroperoxide; D-(-)-diisopropyl tartrate / dichloromethane / 16 h / -20 °C 4: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 1 h / 20 °C 5: (allylPdCl)2; bis(1,2-diphenylphosphino)benzene; cesium fluoride; water / tetrahydrofuran / 16 h / 20 °C / |Inert atmosphere View Scheme

1: sodium tetrahydroborate / water; methanol / 1 h / 0 - 20 °C 2: titanium(IV) isopropylate; tert-butyl hydroperoxide; D-(-)-diisopropyl tartrate / dichloromethane / 16 h / -20 °C 3: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 1 h / 20 °C 4: (allylPdCl)2; bis(1,2-diphenylphosphino)benzene; cesium fluoride; water / tetrahydrofuran / 16 h / 20 °C / |Inert atmosphere View Scheme

1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 1 h / 20 °C 2: (allylPdCl)2; bis(1,2-diphenylphosphino)benzene; cesium fluoride; water / tetrahydrofuran / 16 h / 20 °C / |Inert atmosphere View Scheme