1: 62 percent / Et3N, DPPA / toluene / 12 h / Heating 2: 85 percent / TBAF / tetrahydrofuran / 16 h / Ambient temperature 3: 56 percent / DIBALH / tetrahydrofuran; hexane / 1.5 h / -78 °C 4: 79 percent / HCl / 6 h / Ambient temperature View Scheme

1: 85 percent / TBAF / tetrahydrofuran / 16 h / Ambient temperature 2: 56 percent / DIBALH / tetrahydrofuran; hexane / 1.5 h / -78 °C 3: 79 percent / HCl / 6 h / Ambient temperature View Scheme

1: 94 percent / H2O2, LiOH / tetrahydrofuran; H2O / 1 h / 0 °C 2: 62 percent / Et3N, DPPA / toluene / 12 h / Heating 3: 85 percent / TBAF / tetrahydrofuran / 16 h / Ambient temperature 4: 56 percent / DIBALH / tetrahydrofuran; hexane / 1.5 h / -78 °C 5: 79 percent / HCl / 6 h / Ambient temperature View Scheme

1: 1) NaH (50percent in mineral oil) / 1) THF a) 0 deg C b) 1h room temperature 2) 1.5h, 0 deg C 2: 95 percent / N-iodosuccinimide / CHCl3 / 8 h / Ambient temperature 3: 95 percent / 2N HCl / methanol / 24 h / Ambient temperature 4: 88 percent / tri-n-butyltin hydride, azobis(isobutyronitrile) / benzene; methanol / 5 h / Heating View Scheme

1: 90 percent / Amberlyst A 26 (OH-) / methanol / 6 h / Ambient temperature 2: 1) NaH (50percent in mineral oil) / 1) THF a) 0 deg C b) 1h room temperature 2) 1.5h, 0 deg C 3: 95 percent / N-iodosuccinimide / CHCl3 / 8 h / Ambient temperature 4: 95 percent / 2N HCl / methanol / 24 h / Ambient temperature 5: 88 percent / tri-n-butyltin hydride, azobis(isobutyronitrile) / benzene; methanol / 5 h / Heating View Scheme

1: 95 percent / N-iodosuccinimide / CHCl3 / 8 h / Ambient temperature 2: 95 percent / 2N HCl / methanol / 24 h / Ambient temperature 3: 88 percent / tri-n-butyltin hydride, azobis(isobutyronitrile) / benzene; methanol / 5 h / Heating View Scheme

1: 95 percent / 2N HCl / methanol / 24 h / Ambient temperature 2: 88 percent / tri-n-butyltin hydride, azobis(isobutyronitrile) / benzene; methanol / 5 h / Heating View Scheme

hydrogenchloride; methanol; diisobutylaluminium hydride 1.) CH2Cl2, -78 deg C; Yield given. Multistep reaction;