1.1: 88 percent / Et3N; hydrogen / Pd/C / ethyl acetate / 12 h / 20 °C / 760.05 Torr 2.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C 2.2: 82 percent / tetrahydrofuran; various solvent(s) / 2 h / 0 °C 3.1: 80 percent / tri-n-butyltin hydride; AIBN / toluene / Heating 4.1: 81 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating View Scheme

1.1: 88 percent / Et3N; hydrogen / Pd/C / ethyl acetate / 12 h / 20 °C / 760.05 Torr 2.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C 2.2: 82 percent / tetrahydrofuran; various solvent(s) / 2 h / 0 °C 3.1: 80 percent / tri-n-butyltin hydride; AIBN / toluene / Heating View Scheme