1.1: 53 percent / tri-n-butyltin hydride; AIBN / benzene / 4 h / Heating 2.1: 75 percent / BF3*Et2O / CH2Cl2 / 2 h / 20 °C 3.1: 61 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -78 - 20 °C 4.1: magnesium / tetrahydrofuran / 0.75 h / Heating 4.2: tetrahydrofuran / -16 - -14 °C 4.3: tetrahydrofuran / 1 h 5.1: 0.176 g / 0.25 h 6.1: triethyl amine / CH2Cl2 / 3 h / 20 °C 7.1: 0.110 g / DBU / 12 h / 60 °C 8.1: hydrogen / palladium on charcoal / methanol / 8 h / 65 °C / 10343 Torr 9.1: 0.041 g / HBr / 5 h / Heating View Scheme

t-butyldimethylsiyl triflate in dichloromethane T=20°C; 0.0833333 h;