sulfuric acid T=65°C; 12 h; Inert atmosphere;

3-chloro-benzenecarboperoxoic acid in dichloromethane T=55°C; 8 h;

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 0 - 20 °C 1.2: 0 - 20 °C 2.1: triphenylphosphine; palladium diacetate / tetrahydrofuran / 0.75 h / 65 °C View Scheme

1: With lithium hexamethyldisilazane in tetrahydrofuran T=0 - 20°C; Dieckmann Reaction; 2 h; 2: With acetic acid in tetrahydrofuran T=0 - 20°C;

sodium hydride 1) allylalcohol, mineral oil, 90 deg C, 3 h; 2) 100 deg C, 3-4 h; Yield given. Multistep reaction;

sodium hydride; allyl alcohol; tetraethylammonium chloride 1.) toluene, room temp., 10 min; 95 deg C, 1 h, 2.) 55 deg C, 4 h.; Yield given. Multistep reaction;

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 0 - 20 °C 1.2: 0 - 20 °C 2.1: triphenylphosphine; palladium diacetate / tetrahydrofuran / 0.75 h / 65 °C 3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -70 - -55 °C / Inert atmosphere 3.2: 0.5 h / -70 - 0 °C 4.1: dihydrogen peroxide; ammonium chloride / dichloromethane; water / 1 h / 3 - 20 °C View Scheme