Enantioselective bioreduction of 2-fluoro-2-alken-1-ols mediated by Saccharomyces cerevisiae

Biocatalytic reduction of 2-fluoro-2-alken-1-ols mediated by Saccharomyces cerevisiae underwent smoothly and yielded (S)-2-fluorinated alkanols with high enantioselectivities. The conversion rate was markedly depending on the configuration of alkene moiety of the substrate, the chain length of alkyl group at β position of CC bond, as well as the reaction conditions.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Biocatalytic reduction of 2-fluoro-2-alken-1-ols mediated by Saccharomyces cerevisiae was examined. ► Only (Z)-isomers can be reduced into (S)-2-fluoro-alkanols with up to 92% ee. ► The length of alkyl chain has a great effect on the conversion.