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Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β-Hydroxyketones.

ABSTRACT: Herein we report on the development and application of chemoenzymatic Dynamic Kinetic Asymmetric Transformation (DYKAT) of α-substituted β-hydroxyketones (β-HKs), using Candida antartica lipase B (CALB) as transesterification catalyst and a ruthenium complex as epimerization catalyst. An operationally simple protocol allows for an efficient preparation of highly enantiomerically enriched α-substituted β-oxoacetates. The products were obtained in yields up to 95 % with good diastereomeric ratios.

SUBMITTER: Hilker S

PROVIDER: S-EPMC9293354 | biostudies-literature | 2021 Nov

REPOSITORIES: biostudies-literature

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Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β-Hydroxyketones.

Hilker Simon S Posevins Daniels D Unelius C Rikard CR Bäckvall Jan-E JE

Chemistry (Weinheim an der Bergstrasse, Germany) 20211005 63

Herein we report on the development and application of chemoenzymatic Dynamic Kinetic Asymmetric Transformation (DYKAT) of α-substituted β-hydroxyketones (β-HKs), using Candida antartica lipase B (CALB) as transesterification catalyst and a ruthenium complex as epimerization catalyst. An operationally simple protocol allows for an efficient preparation of highly enantiomerically enriched α-substituted β-oxoacetates. The products were obtained in yields up to 95 % with good diastereomeric ratios. ...[more]

PMID: 34428339

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