1: 65 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature 2: 75 percent / HCl / tetrahydrofuran; H2O / 3 h / Ambient temperature 3: KBH4 / methanol / 10 h / 0 °C 4: 54 percent / H2SO4 / H2O / 0.5 h / 90 °C 5: 72 percent View Scheme

1: 72 percent / Et3N; DMAP / CH2Cl2 2: 6 percent / TFA / CH2Cl2 3: 72 percent / H2SO4 / acetic acid / 1 h / 75 - 80 °C 4: 96 percent / Et3SiH; TiCl4 / CH2Cl2 / 24 h / 20 °C 5: 62 percent / Na; NH3 / tetrahydrofuran / 0 h / -78 °C 6: BBr3 / CH2Cl2 / 2 h / -15 °C 7: 68 percent / H2SO4 / H2O / 12 h / 20 °C View Scheme

1: 65 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature 2: 75 percent / HCl / tetrahydrofuran; H2O / 3 h / Ambient temperature 3: KBH4 / methanol / 10 h / 0 °C 4: 54 percent / H2SO4 / H2O / 0.5 h / 90 °C View Scheme

1: 65 percent / Et3N, DMAP / CH2Cl2 / 6 h / Ambient temperature 2: 75 percent / HCl / tetrahydrofuran; H2O / 3 h / Ambient temperature 3: KBH4 / methanol / 10 h / 0 °C 4: 58 percent / H2SO4 / H2O / 0.5 h / 90 °C 5: 75 percent View Scheme