Leading Question TfOH

About Us
Experimental Procedure

Compound 41 (14.4 mg, 0.049 mmol, 1.0 equiv.) was dissolved in dichloromethane (490 µL, 0.1 M) and cooled to 0 °C. Trimethylsilyltrifluoromethanesulfonate (26.6 µL, 0.147 mmol, 3.0 equiv.) and MeOH (2.2 µL, 0.054 mmol, 1.15 equiv.) were added and the solution was stirred at 0 °C for one hour. The reaction was then quenched by the addition of 5% Sodium Bicarbonate (2.0 mL) and diluted with Ethyl Acetate (4.0 mL). The organic layer was washed with water (2.0 mL). Then it was washed with brine (2.0 mL) and then dried with MgSO4. The solvent was removed by a vacuum. This was then purified by flash column chromatography (silica gel, gradient from 3:1 hexanes:DCM to DCM) to give compound 43 (4.4 mg, 31%) and recovered compound 41 (8.5 mg, 59%).

Mouse Over an Underlined word for its definition