1: 97 percent / hydrogen / Lindlar catalyst / ethyl acetate / 4 h 2: 82 percent / p-TsOH / acetone / 2 h / 20 °C 3: 97 percent / hydrogen / Pd/C / ethyl acetate / 3 h 4: 80 percent / DCC; 4-(dimethylamino)pyridine / CH2Cl2 / 3 h / 20 °C 5: 77 percent / p-TsOH / methanol / 4 h / 20 °C 6: 78 percent / aq. NaIO4 / CH2Cl2 / 0.33 h / 20 °C View Scheme