1: 1.) lithium diisopropylamide; 2.) n-BuLi / 1.) THF, -78 degC, 2 h; 2.) THF/hexane, room temperature, 2.5 h 2: 1.) hydrogen; 2.) LiAlH4 / 1.) 5percent Pd-C / 1.) AcOH, room temperature, 12 h; 2.) THF, 1 h, room temperature 3: 33 percent / p-TsCl, pyridine / -18 degC, 4 h, room temperature, 1 h View Scheme

1: 1.) lithium diisopropylamide; 2.) n-BuLi / 1.) THF, -78 degC, 2 h; 2.) THF/hexane, room temperature, 2.5 h 2: 1.) hydrogen; 2.) LiAlH4 / 1.) 5percent Pd-C / 1.) AcOH, room temperature, 12 h; 2.) THF, 1 h, room temperature 3: 33 percent / p-TsCl, pyridine / -18 degC, 4 h, room temperature, 1 h View Scheme

1: 1.) hydrogen; 2.) LiAlH4 / 1.) 5percent Pd-C / 1.) AcOH, room temperature, 12 h; 2.) THF, 1 h, room temperature 2: 33 percent / p-TsCl, pyridine / -18 degC, 4 h, room temperature, 1 h View Scheme

pyridine; p-toluenesulfonyl chloride -18 degC, 4 h, room temperature, 1 h;