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Efficient synthesis of an apremilast precursor and chiral β-hydroxy sulfones <i>via</i> ketoreductase-catalyzed asymmetric reduction

Jiyang Guo, Xiao Gao, Qian Dong, Huibin Wang, Xian Jia, Wenhe Zhang, Bin Qin, Song You

2022Organic & Biomolecular Chemistry13 citationsDOI

Abstract

)-2a was performed by employing the crude enzyme of LfSDR1-V186A/E141I and BsGDH to afford the desired enantiomer with >99% conversion, 85.9% isolated yield and 99.2% ee. This study presents a biocatalytic strategy to synthesize chiral β-hydroxy sulfones.

Topics & Concepts

ChemistryEnantioselective synthesisEnantiomeric excessKetoneCatalysisSubstrate (aquarium)EnantiomerYield (engineering)AlcoholCombinatorial chemistryApremilastAsymmetric hydrogenationStereochemistryOrganic chemistryPathologyGeologyMetallurgyMaterials scienceMedicineDiseaseOceanographyPsoriatic arthritisEnzyme Catalysis and ImmobilizationElectrochemical sensors and biosensorsCyclopropane Reaction Mechanisms
Efficient synthesis of an apremilast precursor and chiral β-hydroxy sulfones <i>via</i> ketoreductase-catalyzed asymmetric reduction | Litcius