n-butyllithium 1.) hexane, THF, -78 deg C, 2 h, 2.) hexane, THF, RT, 2 h; Yield given. Multistep reaction;

1: hydrogen; quinoline / methanol / 20 °C / 760.05 Torr / |Inert atmosphere 2: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water; tert-butyl alcohol / 26 h / 20 °C / |Inert atmosphere 3: sodium periodate / acetonitrile; water / 0.5 h / 20 °C / |Inert atmosphere View Scheme