Water → HCID 86630165, compound

Participants

Reaction Steps

Ytterbium trifluoromethanesulfonate [Yb(OTf)3] (196 mg) and thiophenol (0.032 mL) were sequentially added at room temperature to a solution of n-butyl (2S,3R)-2,3-epoxybutyrate (50 mg) in methylene chloride (3.0 mL), and the mixture was stirred at the same temperature for 24 hours. The reaction mixture was added to water (20 mL), and extracted with chloroform (20 mL×3). The organic layers were combined, and the combined organic layer was dried over sodium sulfate anhydrate and concentrated under reduced pressure. The residue was purified through preparative thin-layer chromatography (n-hexane/ethyl acetate=5/1), to thereby yield colorless oil (69 mg, 81.3%).

Provenance & Evidence