sodium tris(acetoxy)borohydride in tetrahydrofuran; dichloromethane T=0 - 20°C; 2 h;

lithium aluminium tetrahydride in tetrahydrofuran 2 h; Heating;

iodine in cyclohexane T=20°C; 5 h; Irradiation;

lithium aluminium tetrahydride in tetrahydrofuran 5 h; Heating;

1: 45 percent / methanol; H2O / 48 h / Ambient temperature 2: 69 percent / LiAlH4 / tetrahydrofuran / 5 h / Heating View Scheme

1: 96 percent / HCl / 1 h / Heating 2: 45 percent / methanol; H2O / 48 h / Ambient temperature 3: 69 percent / LiAlH4 / tetrahydrofuran / 5 h / Heating View Scheme

1: 76 percent / pyridine / 2 h / Heating 2: 93 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating View Scheme

1: zinc powder, 20 percent sulphuric acid / 3.5 h 2: sodium borohydride / H2O View Scheme

1: 20 percent / m-CPBA / CHCl3 / 2 h / Heating 2: 40 percent / methanol / 3 h / Heating 3: zinc powder, 20 percent sulphuric acid / 3.5 h 4: sodium borohydride / H2O View Scheme

1: 1.) NaBH4, 2.) acid / 1.) methanol, 2.) heating 2: 96 percent / HCl / 5 h / Heating 3: 96 percent / aq. ammonia / methanol / 48 h / Ambient temperature 4: 40 percent / iodine / diethyl ether / Ambient temperature; Irradiation 5: LAH / tetrahydrofuran / 1.) reflux, 5 h, 2.) r.t. 6: CH2Cl2 / 0.5 h / Ambient temperature 7: 1.) NaH / 1.) THF, r.t., 30 min, 2.) r.t., 2 h 8: 70 percent / LAH, AlCl3 / tetrahydrofuran / 1.5 h / Heating View Scheme