Enzymatic Synthesis of Both Enantiomers of 2-Methylene-4-(fluoromethyl)-4-butanolides

Synthesis of α,α-difluoro-γ-butyrolactones via ethyl iododifluoroacetate

“…Therefore, we tried the reaction of ethyl iododifluoroacetate (2) with alkenes in the presence of sodium dithionite in aqueous acetonitrile solution. It showed that the reaction took place readily at room temperature and completed within 4 h. The volume ratio of acetonitrile as cosolvents used to improve the mutual solubility of various reactants to water was 3:1.…”

“…We are interested in the synthesis of fluorinated g-lactones, which are important synthons that display more unique biologically active properties in organic chemistry [2]. We have reported some polyfluoroalkyl-g-butyrolactones synthesized by the reaction of 4-pentenoic acids and polyfluoroalkyl iodides [3].…”

Synthesis of α‐Ketobutyrolactones and γ‐Hydroxy‐α‐Keto Acids.

“…During the course of this study we also realized that a relevant paper appeared on the preparation of 4-hydroxy-2-methylenebutanoic acid derivatives in enantiomerically pure forms by enzymatic resolution (Scheme 4). 15,16 In this paper, CHIRAZYME L-6, a lipase from Roche, was claimed to be effective for the resolution of the 4-hydroxy-2-methylenebutanoate 5.…”