Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones

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 operational...

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Detalles Bibliográficos
Autores principales: Hilker, Simon, Posevins, Daniels, Unelius, C. Rikard, Bäckvall, Jan‐E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9293354/
https://www.ncbi.nlm.nih.gov/pubmed/34428339
http://dx.doi.org/10.1002/chem.202102683
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author Hilker, Simon
Posevins, Daniels
Unelius, C. Rikard
Bäckvall, Jan‐E.
author_facet Hilker, Simon
Posevins, Daniels
Unelius, C. Rikard
Bäckvall, Jan‐E.
author_sort Hilker, Simon
collection PubMed
description 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.
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spelling pubmed-92933542022-07-20 Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones Hilker, Simon Posevins, Daniels Unelius, C. Rikard Bäckvall, Jan‐E. Chemistry Communications 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. John Wiley and Sons Inc. 2021-10-05 2021-11-11 /pmc/articles/PMC9293354/ /pubmed/34428339 http://dx.doi.org/10.1002/chem.202102683 Text en © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Hilker, Simon
Posevins, Daniels
Unelius, C. Rikard
Bäckvall, Jan‐E.
Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones
title Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones
title_full Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones
title_fullStr Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones
title_full_unstemmed Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones
title_short Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones
title_sort chemoenzymatic dynamic kinetic asymmetric transformations of β‐hydroxyketones
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9293354/
https://www.ncbi.nlm.nih.gov/pubmed/34428339
http://dx.doi.org/10.1002/chem.202102683
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AT uneliuscrikard chemoenzymaticdynamickineticasymmetrictransformationsofbhydroxyketones
AT backvalljane chemoenzymaticdynamickineticasymmetrictransformationsofbhydroxyketones

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