1: 1) Et3N, 2) Bu3P / 1) THF, 10 min, RT, 2) THF, 3 h, RT 2: 91 percent / Bu3SnH, AIBN / benzene / 2 h / 10 °C / Irradiation View Scheme

1.1: hexamethyldisilazane; n-butyllithium / tetrahydrofuran / 1 h / -10 °C 1.2: 19 g / tetrahydrofuran / 4 h / -10 - 20 °C 2.1: 10.2 g / H2 / 10 percent Pd/C / ethyl acetate / 2 h / 20 °C / 760 Torr 3.1: triethylamine / tetrahydrofuran / 6 h / Heating 4.1: 2.96 g / Lawesson's reagent / toluene / 5 h / 100 °C 5.1: Raney-Ni; water / ethanol / 1.5 h / Heating 5.2: 35 percent / hydrogen; glacial acetic acid / 10 percent Pd/C / methanol / 2 h / 50 °C / 15200 Torr View Scheme