1: 81 percent / zinc, HCl / acetic acid 2: 92 percent / tetrahydrofuran / 48 h / Ambient temperature 3: 100 percent / sodium periodate / methanol; H2O / 19 h / Ambient temperature 4: 53 percent / potassium carbonate / toluene / 20 h / Heating View Scheme

1: Zn, HCl, AcOH / 2 h / Heating 2: 83 percent / NaHCO3 / CH2Cl2 / 25 °C 3: MCPBA / CH2Cl2; diethyl ether / 6 h / -50 - 0 °C 4: 65 percent / CaCO3 / toluene / 5 h / Heating View Scheme