1: 88 percent / sodium periodate / tetrahydrofuran; H2O / 2 h / 25 °C 2: 84 percent / Fe powder, conc. HCl / ethanol; acetic acid; H2O / 1) reflux, 15 min; 2) 25 deg C, 25 min 3: 45 percent / KOH / ethanol / 15 h / Heating View Scheme

hydrogen; acetic acid; palladium on activated charcoal in methanol; dichloromethane T=20°C;

sodium periodate in tetrahydrofuran; water T=25°C; 2 h;

1: 88 percent / sodium periodate / tetrahydrofuran; H2O / 2 h / 25 °C 2: 84 percent / Fe powder, conc. HCl / ethanol; acetic acid; H2O / 1) reflux, 15 min; 2) 25 deg C, 25 min View Scheme