1: 72 percent / p-toluenesulfonic acid / CH2Cl2 / 2 h / Ambient temperature 2: 17 percent / aq. NH4OH / methanol; tetrahydrofuran / 168 h / Ambient temperature 3: 72 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 1 h / Ambient temperature 4: 0.1 M aq. KMnO4 / acetone / 1 h / Ambient temperature 5: 1 N aq. HCl / ethanol / 18 h / Ambient temperature View Scheme

1: 0.1 M aq. KMnO4 / acetone / 1 h / Ambient temperature 2: 1 N aq. HCl / ethanol / 18 h / Ambient temperature View Scheme

1: 72 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 1 h / Ambient temperature 2: 0.1 M aq. KMnO4 / acetone / 1 h / Ambient temperature 3: 1 N aq. HCl / ethanol / 18 h / Ambient temperature View Scheme

1: 17 percent / aq. NH4OH / methanol; tetrahydrofuran / 168 h / Ambient temperature 2: 72 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 1 h / Ambient temperature 3: 0.1 M aq. KMnO4 / acetone / 1 h / Ambient temperature 4: 1 N aq. HCl / ethanol / 18 h / Ambient temperature View Scheme