1: 84 percent / dioxane / 48 h / Heating 2: titanium(IV) chloride / CH2Cl2 / 3 h / 20 °C 3: 5.7 g / sodium cyanoborohydride / CH2Cl2 / 14 h / 20 °C View Scheme

1: 87 percent / acetic acid; iron / 0.25 h / 80 °C 2: 84 percent / dioxane / 48 h / Heating 3: titanium(IV) chloride / CH2Cl2 / 3 h / 20 °C 4: 5.7 g / sodium cyanoborohydride / CH2Cl2 / 14 h / 20 °C View Scheme

1: titanium(IV) chloride / CH2Cl2 / 3 h / 20 °C 2: 5.7 g / sodium cyanoborohydride / CH2Cl2 / 14 h / 20 °C View Scheme

1: NO2BF4 / acetonitrile / Heating 2: 87 percent / Fe; glacial AcOH / 0.25 h / 80 °C 3: 84 percent / dioxane / 48 h / Heating 4: TiCl4 / CH2Cl2 / 3 h / 20 °C 5: 5.7 g / NaCNBH3 / CH2Cl2 / 14 h / 20 °C View Scheme