ethyl (3S)-1,2-oxazolidine-3-carboxylate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of ethyl (2S)-4-bromo-2-({[tert-butyl(dimethyl)silyl]oxy}amino)butanoate (870 mg, 2.556 mmol) in THF (25 mL) was added tetrabutylammoniumfluoride trihydrate (887 mg, 2.812 mmol) and the mixture was stirred at rt for 1 h. The solvents were evaporated and the residue was purified by flash chromatography (DCM/EtOAc 9:1, then 4:1) to give ethyl (3S)-isoxazolidine-3-carboxylate (340 mg, 91%) as an oil. The solvents were evaporated the residue was purified by flash chromatography (DCM/EtOAc 9:1