1: 92 percent / NaBH4 / methanol; tetrahydrofuran / 4 h / -78 °C 2: 97 percent / PPTS / dimethylformamide; acetone / 24 h / 5 °C 3: 1.) n-BuLi, 2.) LiClO4 / 1) hexane, THF, -78 - -65 deg C, 5 min; 2) THF, hexane, -78 deg C, 2 h 4: 100 percent / LiEt3BH / tetrahydrofuran / 3 h / 0 °C 5: 100 percent / conc. HCl, H2 / Pd/C / methanol / 13 h / 2689.2 Torr View Scheme