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 op...

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Published in:Chemistry – A European Journal
Main Authors: Hilker, Simon, Posevins, Daniels, Unelius, C. Rikard, Bäckvall, Jan‐E.
Other Authors: Vetenskapsrådet
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2021
Subjects:
Online Access:http://dx.doi.org/10.1002/chem.202102683
https://onlinelibrary.wiley.com/doi/pdf/10.1002/chem.202102683
https://onlinelibrary.wiley.com/doi/full-xml/10.1002/chem.202102683
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spelling crwiley:10.1002/chem.202102683 2024-06-02T07:58:47+00:00 Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones Hilker, Simon Posevins, Daniels Unelius, C. Rikard Bäckvall, Jan‐E. Vetenskapsrådet 2021 http://dx.doi.org/10.1002/chem.202102683 https://onlinelibrary.wiley.com/doi/pdf/10.1002/chem.202102683 https://onlinelibrary.wiley.com/doi/full-xml/10.1002/chem.202102683 en eng Wiley http://creativecommons.org/licenses/by/4.0/ Chemistry – A European Journal volume 27, issue 63, page 15623-15627 ISSN 0947-6539 1521-3765 journal-article 2021 crwiley https://doi.org/10.1002/chem.202102683 2024-05-03T11:25:58Z 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. Article in Journal/Newspaper antartic* Wiley Online Library Chemistry – A European Journal 27 63 15623 15627
institution Open Polar
collection Wiley Online Library
op_collection_id crwiley
language English
description 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.
author2 Vetenskapsrådet
format Article in Journal/Newspaper
author Hilker, Simon
Posevins, Daniels
Unelius, C. Rikard
Bäckvall, Jan‐E.
spellingShingle Hilker, Simon
Posevins, Daniels
Unelius, C. Rikard
Bäckvall, Jan‐E.
Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones
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 Wiley
publishDate 2021
url http://dx.doi.org/10.1002/chem.202102683
https://onlinelibrary.wiley.com/doi/pdf/10.1002/chem.202102683
https://onlinelibrary.wiley.com/doi/full-xml/10.1002/chem.202102683
genre antartic*
genre_facet antartic*
op_source Chemistry – A European Journal
volume 27, issue 63, page 15623-15627
ISSN 0947-6539 1521-3765
op_rights http://creativecommons.org/licenses/by/4.0/
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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