1: TMSCl; NaI / acetonitrile; hexane; diethyl ether / 24 h / 20 °C 2: 1.236 g / BBr3 / CH2Cl2 / 36 h / 20 °C 3: 37.5 percent / MgSO4; BF3*Et2O / CH2Cl2 / 2.5 h / 0 °C 4: 47 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C View Scheme

chloro-trimethyl-silane; sodium iodide in diethyl ether; hexane; acetonitrile T=20°C; 24 h;

1: TMSCl; NaI / acetonitrile; hexane; diethyl ether / 24 h / 20 °C 2: 1.236 g / BBr3 / CH2Cl2 / 36 h / 20 °C View Scheme