1: 93 percent / pyridine / Ambient temperature 2: 81 percent / Li2CuCl4 / tetrahydrofuran / 5 h / 30 °C 3: 91 percent / HF, H2O / acetone; diethyl ether / 1 h / Ambient temperature 4: 98 percent / H2 / PtO2 / ethyl acetate View Scheme

Multi-step reaction with 2 steps 1: 1.) LDA; 2.) HMPA / 1.) THF, -78 deg C, 1 h; 2.) THF, -78 deg C, 2 h then -40 deg C, 1 h2: 97 percent / LiAlH4 / diethyl ether / 1 h / Heating