1: phenylpropargylcarbinol With sodium hydride in tetrahydrofuran; mineral oil T=0 - 20°C; 1.5 h; Inert atmosphere; 2: methyl iodide in tetrahydrofuran; mineral oil T=0 - 20°C; Inert atmosphere;

InOTf in toluene T=50°C; 40 h; Inert atmosphere; regioselective reaction;

1.1: magnesium; mercury dichloride / diethyl ether / 1 h / 20 °C / |Inert atmosphere 1.2: 1 h / 20 °C / |Inert atmosphere 2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C / |Inert atmosphere 2.2: 0 - 20 °C / |Inert atmosphere View Scheme

titanium tetrachloride in dichloromethane T=-78°C; 1 h;

aluminium

in dichloromethane T=-20°C; 5 h; Product distribution;