1: Mg, 1,2-dibromoethane / tetrahydrofuran / Irradiation; 1.) 50 deg C, 45 min, 2.) 40 deg C, 30 min then room temp 2: 1.) Br2; 2.) tBuOK / 1.) pentane, -15 deg C; 2.) 0 deg C, 120 min 3: NaNH2 / 0.5 h 4: 86 percent / H2SO4 / diethyl ether; pentane / 0.75 h / 0 °C View Scheme

1: Mg, 1,2-dibromoethane / tetrahydrofuran / Irradiation; 1.) 50 deg C, 45 min, 2.) 40 deg C, 30 min then room temp 2: 1.) Br2; 2.) tBuOK / 1.) pentane, -15 deg C; 2.) 0 deg C, 120 min 3: NaNH2 / 0.5 h 4: 89 percent / H2 / PtO2 / pentane / -78 °C View Scheme