1.1: 2,2,2-trifluoroethanol / 24 h / 25 °C 2.1: triethylamine / dichloromethane / 4 h / -10 - 40 °C 2.2: 0 °C 3.1: hydrogen; acetic acid; palladium hydroxide on carbon; palladium / 18 h / 20 °C / 760.05 Torr View Scheme

1: 1.) dibutyltin oxide, 2.) potassium carbonate / 1.) methanol, reflux, 1.5 h, 2.) DMF, RT, 12 h 2: 89.7 percent / pyridine / CH2Cl2 / 1.5 h / -20 °C 3: 50 percent / tetra-n-butylammonium fluoride (TBAF) / tetrahydrofuran / 3 h / -10 °C View Scheme