potassium hydroxide in ethanol; water T=15 - 20°C; 24 h; Inert atmosphere; chemoselective reaction;

lithium aluminium tetrahydride in tetrahydrofuran 6 h; Ambient temperature; Yield given. Yields of byproduct given;

(i) PhCO3H, CHCl3, (ii) LiAlH4, Et2O; Multistep reaction;

1: 65 percent / OsO4, NaIO4 / 2-methyl-propan-2-ol; H2O; tetrahydrofuran / 5.5 h / 25 °C 2: 68 percent / collidine / 8 h / Heating View Scheme

1.1: N,N-dimethyl-aniline / dichloromethane / 0.5 h / 20 °C / |Inert atmosphere 1.2: 27 h / 20 °C / |Inert atmosphere 2.1: potassium hydroxide / ethanol; water / 24 h / 15 - 20 °C / |Inert atmosphere 3.1: sodium hydrogencarbonate / dimethyl sulfoxide / 6 h / 150 °C / |Inert atmosphere 4.1: ozone; sodium hydroxide / water; toluene / 0.58 h / -10 °C 5.1: potassium tert-butylate / tert-butyl alcohol / 0.83 h / |Inert atmosphere; |Reflux 5.2: 1 h / |Inert atmosphere; |Reflux 6.1: copper(ll) bromide; lithium bromide / acetonitrile / 20 h / |Inert atmosphere; |Reflux View Scheme

1.1: potassium permanganate; acetic anhydride / acetone / 2 h / 0 °C 1.2: 97 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 20 °C 2.1: 92 percent / bromotrichloromethane; triphenylphosphine; NaHCO3 / CH2Cl2 / 6 h / Heating View Scheme

1: carbon dioxide / water / |Microbiological reaction 2: carbon dioxide / water / 2 h / 140 °C / 3900.39 Torr View Scheme

ruthenium trichloride; sodium hydroxide; Ca(OCl)2; tetrabutyl-ammonium chloride in tetrachloromethane; water; acetonitrile T=40°C; pH > 12;

ruthenium trichloride; sodium periodate in tetrachloromethane; water; acetonitrile 45 deg C to rt;

oxygen; chromic acid in diethyl ether T=0 - 5°C;