dihydrogen peroxide in tetrahydrofuran T=0 - 20°C;

in tetrahydrofuran 0.5 h; Heating;

1: 1.) iodine, potassium iodide, NaHCO3, 2.) DIBALH / 1.) CH2Cl2, H2O, 0 deg C, 1.5 h, 2.) THF, hexane, -78 deg C, 0.5 h 2: 92 percent / NaH / dimethylformamide / 0.25 h / 0 °C 3: 98 percent / NaBH4 / ethanol / 1 h / Ambient temperature 4: 90 percent / H2O2 / tetrahydrofuran / 0 deg C, 0.5 h, room temperature, 5 h 5: 88 percent / tetrahydrofuran / 0.5 h / Heating View Scheme

1: 92 percent / NaH / dimethylformamide / 0.25 h / 0 °C 2: 98 percent / NaBH4 / ethanol / 1 h / Ambient temperature 3: 90 percent / H2O2 / tetrahydrofuran / 0 deg C, 0.5 h, room temperature, 5 h 4: 88 percent / tetrahydrofuran / 0.5 h / Heating View Scheme

1: 92 percent / NaH / dimethylformamide / 0.25 h / 0 °C 2: 98 percent / NaBH4 / ethanol / 1 h / Ambient temperature 3: 90 percent / H2O2 / tetrahydrofuran / 0 deg C, 0.5 h, room temperature, 5 h 4: 88 percent / tetrahydrofuran / 0.5 h / Heating View Scheme

1: 98 percent / NaBH4 / ethanol / 1 h / Ambient temperature 2: 90 percent / H2O2 / tetrahydrofuran / 0 deg C, 0.5 h, room temperature, 5 h 3: 88 percent / tetrahydrofuran / 0.5 h / Heating View Scheme