1: 100 percent / Et3N / ethyl acetate / 1 h / 0 °C 2: 58 percent / OsO4; NaIO4 / acetone; H2O / 3 h / 20 °C 3: 64 percent / AcOH; sodium triacetoxyborohydride; 4A MS / 1,2-dichloro-ethane / 15 h / 0 - 20 °C 4: LiALH4 / diethyl ether / 0 - 20 °C 5: H2; Pd(OH)2; HCl / ethanol / 18 h View Scheme

1: 64 percent / AcOH; sodium triacetoxyborohydride; 4A MS / 1,2-dichloro-ethane / 15 h / 0 - 20 °C 2: LiALH4 / diethyl ether / 0 - 20 °C 3: H2; Pd(OH)2; HCl / ethanol / 18 h View Scheme

1: LiALH4 / diethyl ether / 0 - 20 °C 2: H2; Pd(OH)2; HCl / ethanol / 18 h View Scheme