Article ID Journal Published Year Pages File Type
69858 Journal of Molecular Catalysis B: Enzymatic 2012 6 Pages PDF
Abstract

The studies on enzymatic kinetic resolution of 3-phenyl-4-pentenoic acid esters were performed. The obtained results demonstrated that the careful choice of biocatalyst and a reaction type are very important for successful enzymatic kinetic resolution. Kinetic resolution provides 3-phenyl-4-pentenoic acid (1) with good enantioselectivity upon esterification. That product was used as a substrate for formal synthesis of two biologically relevant compounds Femoxetine and LG 121071.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► We determined the conditions for enzymatic kinetic resolution of 3-phenyl-4-pentenoic acid esters. ► Two different reaction protocols for kinetic resolution of target compound were performed providing 3-phenyl-4-pentenoic acid esters in very good enantioselectivity. ► The influence of enzymes on kinetic resolution was determined. ► Six step formal total synthesis of Femoxetine based on chiral 3-phenyl-4-pentenoic acid was performed.

Related Topics
Physical Sciences and Engineering Chemical Engineering Catalysis
Authors
, , ,