sodium hydroxide in methanol; water; ethyl acetate

sodium periodate; RuCl3 monohydrate; water in dichloromethane; acetonitrile T=20°C; 2 h;

1: samarium diiodide; N,N'-dimethyl-N,N'-propyleneurea / tetrahydrofuran / 20 °C / |Inert atmosphere 2: RuCl3 monohydrate; sodium periodate; water / dichloromethane; acetonitrile / 2 h / 20 °C View Scheme

hydrogenchloride; Amberlite IRA-67 1.) propan-2-ol, 70 deg C, 15 h; 2.) water, 15 h;