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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Published in:Chemistry – A European Journal
Main Authors: Hilker, Simon, Posevins, Daniels, Unelius, C. Rikard, Bäckvall, Jan‐E.
Format: Text
Language:English
Published: John Wiley and Sons Inc. 2021
Subjects:
Communications
antartic*
Online Access:http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9293354/
http://www.ncbi.nlm.nih.gov/pubmed/34428339
https://doi.org/10.1002/chem.202102683
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spelling ftpubmed:oai:pubmedcentral.nih.gov:9293354 2023-05-15T14:15:45+02:00 Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones Hilker, Simon Posevins, Daniels Unelius, C. Rikard Bäckvall, Jan‐E. 2021-10-05 http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9293354/ http://www.ncbi.nlm.nih.gov/pubmed/34428339 https://doi.org/10.1002/chem.202102683 en eng John Wiley and Sons Inc. http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9293354/ http://www.ncbi.nlm.nih.gov/pubmed/34428339 http://dx.doi.org/10.1002/chem.202102683 © 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. CC-BY Chemistry Communications Text 2021 ftpubmed https://doi.org/10.1002/chem.202102683 2022-07-31T02:04:01Z 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. Text antartic* PubMed Central (PMC) Chemistry – A European Journal 27 63 15623 15627
institution Open Polar
collection PubMed Central (PMC)
op_collection_id ftpubmed
language English
topic Communications
spellingShingle Communications
Hilker, Simon
Posevins, Daniels
Unelius, C. Rikard
Bäckvall, Jan‐E.
Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones
topic_facet Communications
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.
format Text
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
title Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones
title_short 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_sort chemoenzymatic dynamic kinetic asymmetric transformations of β‐hydroxyketones
publisher John Wiley and Sons Inc.
publishDate 2021
url http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9293354/
http://www.ncbi.nlm.nih.gov/pubmed/34428339
https://doi.org/10.1002/chem.202102683
genre antartic*
genre_facet antartic*
op_source Chemistry
op_relation http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9293354/
http://www.ncbi.nlm.nih.gov/pubmed/34428339
http://dx.doi.org/10.1002/chem.202102683
op_rights © 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.
op_rightsnorm CC-BY
op_doi https://doi.org/10.1002/chem.202102683
container_title Chemistry – A European Journal
container_volume 27
container_issue 63
container_start_page 15623
op_container_end_page 15627
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