1: propargyl alcohol With n-butyllithium in tetrahydrofuran; hexane T=0°C; 1.5 h; Inert atmosphere; 2: With copper(l) iodide in tetrahydrofuran; hexane T=0°C; 0.5 h; Inert atmosphere; 3: prenyl bromide in tetrahydrofuran; hexane T=0 - 20°C; Inert atmosphere;

copper(l) iodide; potassium carbonate; sodium sulfite; 1,8-diazabicyclo[5.4.0]undec-7-ene in dimethyl sulfoxide T=30°C; 4 h;

chloro-trimethyl-silane in methanol 1 h; Ambient temperature; Yield given;

1: 1.) HMPA, n-BuLi / 1.) THF, hexane, -30 deg C, 30 min, 2.) room temperature, 20 h 2: TMSCl / methanol / 1 h / Ambient temperature View Scheme

暂无反应条件数据

1: 80 percent / NBS / CH2Cl2 / 2 h / -40 °C 2: 75 percent / n-Bu3SnCl, NaCNBH3 / azobisisobutyronitrile / 2-methyl-propan-2-ol / 3 h / Heating 3: 67 percent / p-toluenesulfonic acid / benzene / 8 h / Ambient temperature View Scheme

hydrogen; palladium on activated charcoal in methanol