1: 87 percent / zinc powder, NaI, sodium acetate, acetic acid / CH2Cl2 / 4 h / Ambient temperature 2: 88 percent / LiAlH4 / diethyl ether / 2 h / Ambient temperature 3: 49 percent / pyridine / a) 0 deg C, 1.5 h; b) r.t., 6 h 4: NaN3 / dimethylformamide 5: LiAlH4 / diethyl ether 6: 70 percent / pyridine / CH2Cl2 / a) 0 deg C, 0.5 h; b) r.t., 8 h 7: 90 percent / LiAlH4 / diethyl ether / 4 h / Heating 8: 1) N,N-carbonyldiimidazole / 1) THF, r.t., 1 h; 2) r.t., 10 h 9: 93 percent / LiAlH4 / diethyl ether / 6 h / Heating View Scheme