1: 1.) sodium bicarbonate, sodium periodate, ruthenium trichloride trihydrate / 1.) CCl4, acetonitrile, water, 20 deg C, 44 h, 2.) Et2O 2: 90 percent / azidotrimethylsilane, zinc chloride / 48 h / 68 °C 3: 94 percent / triethylamine, 4-(dimethylamino)pyridine / CH2Cl2 / 1 h 4: 1.) H2 / 1.) 10percent Pd/C / 1.) CH3OH, 15 h, 2.) CH3OH, RT, 72 h View Scheme

TpRuPy2Cl (Tp = trispyrazolylborate) in toluene T=100°C; 12 h;