The absolute configuration of 2-bromo-2,3-dihydro-1 H -inden-1-ols
All four possible stereoisomers of cis- and trans-2-bromo-2,3-dihydro-1 H -inden-1-ols, which are important intermediates in the synthesis of biologically active compounds, were synthesized and their configurations were studied by enzymatic kinetic resolution with the application of the Kazlauskas r...
Main Authors: | , , |
---|---|
Format: | Other Non-Article Part of Journal/Newspaper |
Language: | unknown |
Published: |
Taylor & Francis
2021
|
Subjects: | |
Online Access: | https://dx.doi.org/10.6084/m9.figshare.15138089 https://tandf.figshare.com/articles/journal_contribution/The_absolute_configuration_of_2-bromo-2_3-dihydro-1_i_H_i_-inden-1-ols/15138089 |
id |
ftdatacite:10.6084/m9.figshare.15138089 |
---|---|
record_format |
openpolar |
spelling |
ftdatacite:10.6084/m9.figshare.15138089 2023-05-15T13:36:10+02:00 The absolute configuration of 2-bromo-2,3-dihydro-1 H -inden-1-ols Prysiazhnuk, Dmitry V. Rusanov, Eduard B. Kolodiazhnyi, Oleg I. 2021 https://dx.doi.org/10.6084/m9.figshare.15138089 https://tandf.figshare.com/articles/journal_contribution/The_absolute_configuration_of_2-bromo-2_3-dihydro-1_i_H_i_-inden-1-ols/15138089 unknown Taylor & Francis https://dx.doi.org/10.1080/00397911.2021.1960378 Creative Commons Attribution 4.0 International https://creativecommons.org/licenses/by/4.0/legalcode cc-by-4.0 CC-BY Biochemistry Microbiology FOS Biological sciences Genetics 39999 Chemical Sciences not elsewhere classified FOS Chemical sciences Ecology Sociology FOS Sociology 69999 Biological Sciences not elsewhere classified Developmental Biology Plant Biology Journal contribution article-journal Text ScholarlyArticle 2021 ftdatacite https://doi.org/10.6084/m9.figshare.15138089 https://doi.org/10.1080/00397911.2021.1960378 2022-02-08T12:55:18Z All four possible stereoisomers of cis- and trans-2-bromo-2,3-dihydro-1 H -inden-1-ols, which are important intermediates in the synthesis of biologically active compounds, were synthesized and their configurations were studied by enzymatic kinetic resolution with the application of the Kazlauskas rule, X-ray diffraction analysis, as well as NMR using NOE-NMR and Karplus equation. Biocatalytic kinetic trans-esterification was used for resolution of racemates. Lipases Burkholderia cepacia and Candida Antarctica B (Novozyme 435) were effective as biocatalysts for biocatalytic esterification of 2-bromo-2,3-dihydro-1 H -inden-1-ols with isopropylidene acetate. The absolute configurations of (S,S)-, (R,R)-, (S,R)- and (R,S)-stereoisomers of 2-bromo-2,3-dihydro-1 H -inden-1-ols were established. Other Non-Article Part of Journal/Newspaper Antarc* Antarctica DataCite Metadata Store (German National Library of Science and Technology) |
institution |
Open Polar |
collection |
DataCite Metadata Store (German National Library of Science and Technology) |
op_collection_id |
ftdatacite |
language |
unknown |
topic |
Biochemistry Microbiology FOS Biological sciences Genetics 39999 Chemical Sciences not elsewhere classified FOS Chemical sciences Ecology Sociology FOS Sociology 69999 Biological Sciences not elsewhere classified Developmental Biology Plant Biology |
spellingShingle |
Biochemistry Microbiology FOS Biological sciences Genetics 39999 Chemical Sciences not elsewhere classified FOS Chemical sciences Ecology Sociology FOS Sociology 69999 Biological Sciences not elsewhere classified Developmental Biology Plant Biology Prysiazhnuk, Dmitry V. Rusanov, Eduard B. Kolodiazhnyi, Oleg I. The absolute configuration of 2-bromo-2,3-dihydro-1 H -inden-1-ols |
topic_facet |
Biochemistry Microbiology FOS Biological sciences Genetics 39999 Chemical Sciences not elsewhere classified FOS Chemical sciences Ecology Sociology FOS Sociology 69999 Biological Sciences not elsewhere classified Developmental Biology Plant Biology |
description |
All four possible stereoisomers of cis- and trans-2-bromo-2,3-dihydro-1 H -inden-1-ols, which are important intermediates in the synthesis of biologically active compounds, were synthesized and their configurations were studied by enzymatic kinetic resolution with the application of the Kazlauskas rule, X-ray diffraction analysis, as well as NMR using NOE-NMR and Karplus equation. Biocatalytic kinetic trans-esterification was used for resolution of racemates. Lipases Burkholderia cepacia and Candida Antarctica B (Novozyme 435) were effective as biocatalysts for biocatalytic esterification of 2-bromo-2,3-dihydro-1 H -inden-1-ols with isopropylidene acetate. The absolute configurations of (S,S)-, (R,R)-, (S,R)- and (R,S)-stereoisomers of 2-bromo-2,3-dihydro-1 H -inden-1-ols were established. |
format |
Other Non-Article Part of Journal/Newspaper |
author |
Prysiazhnuk, Dmitry V. Rusanov, Eduard B. Kolodiazhnyi, Oleg I. |
author_facet |
Prysiazhnuk, Dmitry V. Rusanov, Eduard B. Kolodiazhnyi, Oleg I. |
author_sort |
Prysiazhnuk, Dmitry V. |
title |
The absolute configuration of 2-bromo-2,3-dihydro-1 H -inden-1-ols |
title_short |
The absolute configuration of 2-bromo-2,3-dihydro-1 H -inden-1-ols |
title_full |
The absolute configuration of 2-bromo-2,3-dihydro-1 H -inden-1-ols |
title_fullStr |
The absolute configuration of 2-bromo-2,3-dihydro-1 H -inden-1-ols |
title_full_unstemmed |
The absolute configuration of 2-bromo-2,3-dihydro-1 H -inden-1-ols |
title_sort |
absolute configuration of 2-bromo-2,3-dihydro-1 h -inden-1-ols |
publisher |
Taylor & Francis |
publishDate |
2021 |
url |
https://dx.doi.org/10.6084/m9.figshare.15138089 https://tandf.figshare.com/articles/journal_contribution/The_absolute_configuration_of_2-bromo-2_3-dihydro-1_i_H_i_-inden-1-ols/15138089 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_relation |
https://dx.doi.org/10.1080/00397911.2021.1960378 |
op_rights |
Creative Commons Attribution 4.0 International https://creativecommons.org/licenses/by/4.0/legalcode cc-by-4.0 |
op_rightsnorm |
CC-BY |
op_doi |
https://doi.org/10.6084/m9.figshare.15138089 https://doi.org/10.1080/00397911.2021.1960378 |
_version_ |
1766075164731113472 |