manganese(IV) oxide in dichloromethane 24 h; Ambient temperature;

1: 1.) LDA / 1.) THF, hexane, 0 deg C, 3 h; 2.) THF, overnight, r.t. 2: 100 percent / diethyl ether 3: 91 percent / LiAlH4 / diethyl ether / 6 h / Ambient temperature 4: 77 percent / MnO2 / CH2Cl2 / 24 h / Ambient temperature View Scheme

1: 91 percent / LiAlH4 / diethyl ether / 6 h / Ambient temperature 2: 77 percent / MnO2 / CH2Cl2 / 24 h / Ambient temperature View Scheme

1: 100 percent / diethyl ether 2: 91 percent / LiAlH4 / diethyl ether / 6 h / Ambient temperature 3: 77 percent / MnO2 / CH2Cl2 / 24 h / Ambient temperature View Scheme