manganese(IV) oxide in dichloromethane T=20°C; Oxidation;

1.1: NaH / 1,2-dimethoxy-ethane; various solvent(s) / 2 h / 0 °C 1.2: 1,2-dimethoxy-ethane; various solvent(s) / 70 °C 2.1: LiAlH4 / diethyl ether / 0 °C 3.1: MnO2 / CH2Cl2 / 20 °C 4.1: tetrahydrofuran / 20 °C 5.1: MnO2 / CH2Cl2 / 20 °C View Scheme

1: tetrahydrofuran / 20 °C 2: MnO2 / CH2Cl2 / 20 °C View Scheme