1.1: 98 percent / p-TSA / tetrahydrofuran; H2O / 6 h / Heating 2.1: NaIO4 / acetone; H2O / 0.5 h / 20 °C 3.1: Et3N; DMAP / 1,2-dichloro-ethane / 4 h / Heating 4.1: 62 percent / BF3*Et2O / CH2Cl2 / 0.25 h / -78 - 20 °C 5.1: NaBH4 / methanol / 4 h / 0 - 20 °C 5.2: 93 percent / TMSCl / 4 h / 40 °C 6.1: NaIO4 / acetone; H2O / 0.5 h / 20 °C 7.1: p-TSA / benzene / 6 h / Heating 8.1: 95 percent / Pd-CaCO3 / methanol / 24 h / 20 °C 9.1: DBU / toluene / 24 h / Heating 10.1: NaBH4 / ethanol / 2 h / Heating 11.1: 74 percent / Et3N; DMAP / 4 h / 0 - 20 °C 12.1: 78 percent / Na2S / dimethylformamide / 2 h / 100 °C 13.1: 82 percent / aq. HCl / acetic acid / 24 h / 20 °C 14.1: 89 percent / CH2Cl2 / 12 h / 20 °C 15.1: 97 percent / aq. NaOH / methanol / 12 h / 0 °C 16.1: 96 percent / H2 / 10percent Pd/C / 8 h / 2280.15 Torr 17.1: 80 percent / 48percent HBr / 2 h / Heating View Scheme