1: 71 percent / NaAlH2(O-CH2-CH2-OCH3)2 2: 65 percent 3: 80 percent 4: 1.) HCl; 2.) pH 8.4 5: 91 percent / NaAlH2(O-CH2-CH2-OCH3)2/CuBr2 View Scheme

1: LiAlH4 / diethyl ether / 4 h / Heating 2: diethyl ether / 5 h / Heating 3: 85 percent / Amberlyst 15 / acetone; H2O / 24 h View Scheme