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Continuous‐Flow Dynamic Kinetic Resolution of Racemic Alcohols by Lipase–Oxovanadium Cocatalysis

Koichi Higashio, Satoko Katsuragi, Dhiman Kundu, Niklas Adebar, Carmen Plass, F. E. Kühn, Harald Gröger, Shuji Akai

2020European Journal of Organic Chemistry24 citationsDOIOpen Access PDF

Abstract

A continuous‐flow dynamic kinetic resolution of racemic secondary alcohols was carried out using a single column reactor packed with a mixture of immobilized lipase and an immobilized oxovanadium species, VMPS4. As a result, optically pure esters were produced in 88–92 % yields. Problems encountered in this study were overcome by using fillers that efficiently maintained the initial distribution of the catalysts in the reactor and by using a packing method in which the mixing ratio of the two catalysts was varied in a stepwise fashion. The flow process led to an increased turnover number of each catalyst compared to those of batch reactions.

Topics & Concepts

Kinetic resolutionChemistryCatalysisLipaseFlow chemistryMixing (physics)Turnover numberContinuous reactorBatch reactorMicroreactorOrganic chemistryContinuous flowPacked bedChromatographyChemical engineeringEnantioselective synthesisEnzymeEngineeringQuantum mechanicsPhysicsMechanicsInnovative Microfluidic and Catalytic Techniques InnovationEnzyme Catalysis and ImmobilizationAnalytical Chemistry and Chromatography
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