Litcius/Paper detail

Physical Separation of Enantiomeric Products by Compartmentalized Parallel Kinetic Resolution

Jingke Hou, Sabine Chevallier‐Michaud, Marion Jean, Luc Favre, Damien Hérault, Cyril Bressy

2023Journal of the American Chemical Society16 citationsDOIOpen Access PDF

Abstract

Accessing each enantiomer of a chiral molecule starting from a racemic mixture remains a daunting challenge in chemistry. Indeed, until now, only a few solutions exist to separate enantiomers of an equimolar mixture of a chiral precursor. In this study, we establish a new strategy to prepare simultaneously and physically separate both enantioenriched enantiomers of a molecule starting from a racemic substrate. This process combines two enantiomeric catalytic systems, working in parallel, and separation by an achiral membrane with selective permeability. This unprecedented system was successfully applied to the simultaneous preparation of both enantiomers of chiral 1,2-diols starting from racemic epoxides using Jacobsen's hydrolytic kinetic resolution (HKR) in parallel.

Topics & Concepts

ChemistryEnantiomerKinetic resolutionEnantiomeric excessHydrolysisMoleculeChiral resolutionSubstrate (aquarium)Resolution (logic)Organic chemistryRacemic mixtureCombinatorial chemistryCatalysisEnantioselective synthesisGeologyComputer scienceOceanographyArtificial intelligenceAnalytical Chemistry and ChromatographyMicrofluidic and Capillary Electrophoresis ApplicationsInnovative Microfluidic and Catalytic Techniques Innovation