1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C 2: methanol; toluene-4-sulfonic acid / 5 h / 20 °C 3: sodium periodate; sodium hydrogencarbonate / dichloromethane; water / 1 h / 20 °C View Scheme

1.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C 2.1: methanol; toluene-4-sulfonic acid / 5 h / 20 °C 3.1: sodium periodate; sodium hydrogencarbonate / dichloromethane; water / 1 h / 20 °C 4.1: benzene / 6 h / 50 °C 5.1: AD-mix-βreg;; methanesulfonamide / water; #tert!-butyl alcohol / 24 h / 0 °C 6.1: trifluoroacetic acid / 10 h 6.2: 6 h / Reflux View Scheme