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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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 |