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| - Enzymatic Kinetic Resolution and Chemoenzymatic DynamicKinetic Resolution of δ-Hydroxy Esters. An Efficient Route toChiral δ-Lactones
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| - A successful kinetic resolution of a racemic mixture of δ-hydroxy esters 1 was obtained via lipase-catalyzed transesterification (E value up to 360). The combination of the enzymatic kinetic resolutionwith a ruthenium-catalyzed alcohol racemization led to an efficient dynamic kinetic resolution (eeup to 99% and conversion up to 92%). The synthetic utility of this procedure was illustrated by thepractical syntheses of δ-lactones (R)-6-methyl- and (R)-6-ethyl-tetrahydropyran-2-one and (S)-5-(tert-butyldimethylsiloxy)heptanal. The former are important building blocks in the synthesis ofnatural products and biologically active compounds, and the latter is a key intermediate in thesynthesis of widely used commercial insecticide Spinosyn A.
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