Enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols

An efficient chemoenzymatic route for the synthesis of optically active aromatic ring fused cyclic tertiary alcohols (S)-(-)-1-methyl-1,2,3,4-tetrahydronaphthalen-1-ol (-)-1b and (S)-(+)-1-methyl-2,3-dihydro-1H-inden-1-ol (+)-1a has been developed. Different lipases have been tested in the transeste...

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Published in:Tetrahedron: Asymmetry
Main Authors: Ozdemirhan, Devrim, Sezer, Serdar, Sonmez, Yasemin
Language:unknown
Published: Elsevier BV 2008
Subjects:
Physical and Theoretical Chemistry
Inorganic Chemistry
Organic Chemistry
Catalysis
Antarc*
Antarctica
Online Access:https://hdl.handle.net/11511/67050
https://doi.org/10.1016/j.tetasy.2008.12.002
id ftmetuankair:oai:https://open.metu.edu.tr:11511/67050
record_format openpolar
spelling ftmetuankair:oai:https://open.metu.edu.tr:11511/67050 2023-05-15T13:44:00+02:00 Enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols Ozdemirhan, Devrim Sezer, Serdar Sonmez, Yasemin 2008-12-01 https://hdl.handle.net/11511/67050 https://doi.org/10.1016/j.tetasy.2008.12.002 unknown Elsevier BV TETRAHEDRON-ASYMMETRY Ozdemirhan D., Sezer S., Sonmez Y., "Enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols", TETRAHEDRON-ASYMMETRY, cilt.19, ss.2717-2720, 2008 doi:10.1016/j.tetasy.2008.12.002 2720 0957-4166 23 58349116431 2717 https://hdl.handle.net/11511/67050 19 WOS:000263218600013 Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ CC-BY-NC-ND Physical and Theoretical Chemistry Inorganic Chemistry Organic Chemistry Catalysis 2008 ftmetuankair https://doi.org/10.1016/j.tetasy.2008.12.002 2020-12-11T12:08:59Z An efficient chemoenzymatic route for the synthesis of optically active aromatic ring fused cyclic tertiary alcohols (S)-(-)-1-methyl-1,2,3,4-tetrahydronaphthalen-1-ol (-)-1b and (S)-(+)-1-methyl-2,3-dihydro-1H-inden-1-ol (+)-1a has been developed. Different lipases have been tested in the transesterification of these tertiary alcohols; CAL-A (Candida antarctica Lipase A) was found to be the best biocatalyst for 1b and CAL-A-CLEA (Lipase A, C. antarctica, cross-linked enzyme aggregate) for la, obtained with ee values of 20% and 45%, respectively, and the corresponding esters 2b and 2a with the ee values of 99% and 71%, respectively. Other/Unknown Material Antarc* Antarctica OpenMETU (Middle East Technical University) Tetrahedron: Asymmetry 19 23 2717 2720
institution Open Polar
collection OpenMETU (Middle East Technical University)
op_collection_id ftmetuankair
language unknown
topic Physical and Theoretical Chemistry
Inorganic Chemistry
Organic Chemistry
Catalysis
spellingShingle Physical and Theoretical Chemistry
Inorganic Chemistry
Organic Chemistry
Catalysis
Ozdemirhan, Devrim
Sezer, Serdar
Sonmez, Yasemin
Enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols
topic_facet Physical and Theoretical Chemistry
Inorganic Chemistry
Organic Chemistry
Catalysis
description An efficient chemoenzymatic route for the synthesis of optically active aromatic ring fused cyclic tertiary alcohols (S)-(-)-1-methyl-1,2,3,4-tetrahydronaphthalen-1-ol (-)-1b and (S)-(+)-1-methyl-2,3-dihydro-1H-inden-1-ol (+)-1a has been developed. Different lipases have been tested in the transesterification of these tertiary alcohols; CAL-A (Candida antarctica Lipase A) was found to be the best biocatalyst for 1b and CAL-A-CLEA (Lipase A, C. antarctica, cross-linked enzyme aggregate) for la, obtained with ee values of 20% and 45%, respectively, and the corresponding esters 2b and 2a with the ee values of 99% and 71%, respectively.
author Ozdemirhan, Devrim
Sezer, Serdar
Sonmez, Yasemin
author_facet Ozdemirhan, Devrim
Sezer, Serdar
Sonmez, Yasemin
author_sort Ozdemirhan, Devrim
title Enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols
title_short Enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols
title_full Enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols
title_fullStr Enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols
title_full_unstemmed Enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols
title_sort enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols
publisher Elsevier BV
publishDate 2008
url https://hdl.handle.net/11511/67050
https://doi.org/10.1016/j.tetasy.2008.12.002
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_relation Ozdemirhan D., Sezer S., Sonmez Y., "Enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols", TETRAHEDRON-ASYMMETRY, cilt.19, ss.2717-2720, 2008
doi:10.1016/j.tetasy.2008.12.002
2720
0957-4166
23
58349116431
2717
https://hdl.handle.net/11511/67050
19
WOS:000263218600013
op_rights Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
op_rightsnorm CC-BY-NC-ND
op_doi https://doi.org/10.1016/j.tetasy.2008.12.002
container_title Tetrahedron: Asymmetry
container_volume 19
container_issue 23
container_start_page 2717
op_container_end_page 2720
_version_ 1766195752548171776

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