HCID 58055030, compound → HCID 58055034, compound

Participants

Reaction Conditions

Reaction Steps

To an ice-cooled solution of tert-butyl (3S)-3-(tert-butyldimethylsilyl)oxy-4-oxopyrrolidine-1-carboxylate (1.2 g) in THF (5 mL) was added dropwise a 1M solution of allylmagnesium bromide in THF (3.8 mL), and the mixture was stirred for 30 min at 0° C. The reaction was quenched with saturated aqueous NH4Cl (5 mL) and the mixture was extracted with Et2O. The extract was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified with silica gel column chromatography (eluent: hexane/EtOAc=1/0˜50/50) to give tert-butyl (3R,4S)-3-hydroxy-4-(tert-butyldimethylsilyl)oxy-3-(prop-2-en-1-yl)pyrrolidine-1-carboxylate as a pale yellow foam.

Provenance & Evidence