1: 77 percent / NaOH / ethanol; pyridine / 0.08 h / Ambient temperature 2: 1.) NaIO4, 2.) NaBH4 / 1.) THF, H2O, room temperature, 2 h, 2.) MeOH, room temperature, 30 min 3: 69 percent / pyridine / 12 h / 0 °C 4: 70 percent / iPr2NEt / CH2Cl2 / 1 h / Ambient temperature View Scheme

1: 77 percent / NaOH / ethanol; pyridine / 0.08 h / Ambient temperature 2: 1.) NaIO4, 2.) NaBH4 / 1.) THF, H2O, room temperature, 2 h, 2.) MeOH, room temperature, 30 min View Scheme

1: 77 percent / NaOH / ethanol; pyridine / 0.08 h / Ambient temperature 2: 1.) NaIO4, 2.) NaBH4 / 1.) THF, H2O, room temperature, 2 h, 2.) MeOH, room temperature, 30 min 3: 69 percent / pyridine / 12 h / 0 °C View Scheme