STRUCTURAL EVALUATION OF THE ENZYMATIC RESOLUTION OF TRICYCLO[5.2.1.02,6]DECENE-2-CARBOXYLATES USING PIG’S LIVER ESTERASE
Moderate to excellent entantio- and stereoselectivities (ee’s 54-100%) were observed in PLE catalyzed hydrolysis of (±)-ethyl 5-oxo-endo-tricyclo[5.2.1.02,6] deca-8-ene-2-carboxylate 5 and the structurally related open chain bicyclic structures (±)-ethyl 3-acetylbicyclo[2.2.1]hept-5-ene-2-carboxylat...
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| Format: | Article |
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| Language: | English |
| Published: |
University of Tehran
2000-09-01
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| Series: | Journal of Sciences, Islamic Republic of Iran |
| Online Access: | https://jsciences.ut.ac.ir/article_31839_1cc474b64bcd5ab8b4f82e98ca1565fe.pdf |
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| collection | DOAJ |
| description | Moderate to excellent entantio- and stereoselectivities (ee’s 54-100%) were observed in PLE catalyzed hydrolysis of (±)-ethyl 5-oxo-endo-tricyclo[5.2.1.02,6] deca-8-ene-2-carboxylate 5 and the structurally related open chain bicyclic structures (±)-ethyl 3-acetylbicyclo[2.2.1]hept-5-ene-2-carboxylates 7, 9 and (±)-ethyl 3-propanoylbicyclo[2.2.1]hept-5-ene-2-carboxylates 8, 10. A pronounced preference for hydrolysis of the exo- vs. the endo-ester function was observed. |
| format | Article |
| id | doaj-art-d7b1f8e79f514e27ad2cbdb551d83f93 |
| institution | OA Journals |
| issn | 1016-1104 2345-6914 |
| language | English |
| publishDate | 2000-09-01 |
| publisher | University of Tehran |
| record_format | Article |
| series | Journal of Sciences, Islamic Republic of Iran |
| spelling | doaj-art-d7b1f8e79f514e27ad2cbdb551d83f932025-08-20T01:53:33ZengUniversity of TehranJournal of Sciences, Islamic Republic of Iran1016-11042345-69142000-09-0111331839STRUCTURAL EVALUATION OF THE ENZYMATIC RESOLUTION OF TRICYCLO[5.2.1.02,6]DECENE-2-CARBOXYLATES USING PIG’S LIVER ESTERASEModerate to excellent entantio- and stereoselectivities (ee’s 54-100%) were observed in PLE catalyzed hydrolysis of (±)-ethyl 5-oxo-endo-tricyclo[5.2.1.02,6] deca-8-ene-2-carboxylate 5 and the structurally related open chain bicyclic structures (±)-ethyl 3-acetylbicyclo[2.2.1]hept-5-ene-2-carboxylates 7, 9 and (±)-ethyl 3-propanoylbicyclo[2.2.1]hept-5-ene-2-carboxylates 8, 10. A pronounced preference for hydrolysis of the exo- vs. the endo-ester function was observed.https://jsciences.ut.ac.ir/article_31839_1cc474b64bcd5ab8b4f82e98ca1565fe.pdf |
| spellingShingle | STRUCTURAL EVALUATION OF THE ENZYMATIC RESOLUTION OF TRICYCLO[5.2.1.02,6]DECENE-2-CARBOXYLATES USING PIG’S LIVER ESTERASE Journal of Sciences, Islamic Republic of Iran |
| title | STRUCTURAL EVALUATION OF THE ENZYMATIC RESOLUTION OF TRICYCLO[5.2.1.02,6]DECENE-2-CARBOXYLATES USING PIG’S LIVER ESTERASE |
| title_full | STRUCTURAL EVALUATION OF THE ENZYMATIC RESOLUTION OF TRICYCLO[5.2.1.02,6]DECENE-2-CARBOXYLATES USING PIG’S LIVER ESTERASE |
| title_fullStr | STRUCTURAL EVALUATION OF THE ENZYMATIC RESOLUTION OF TRICYCLO[5.2.1.02,6]DECENE-2-CARBOXYLATES USING PIG’S LIVER ESTERASE |
| title_full_unstemmed | STRUCTURAL EVALUATION OF THE ENZYMATIC RESOLUTION OF TRICYCLO[5.2.1.02,6]DECENE-2-CARBOXYLATES USING PIG’S LIVER ESTERASE |
| title_short | STRUCTURAL EVALUATION OF THE ENZYMATIC RESOLUTION OF TRICYCLO[5.2.1.02,6]DECENE-2-CARBOXYLATES USING PIG’S LIVER ESTERASE |
| title_sort | structural evaluation of the enzymatic resolution of tricyclo 5 2 1 02 6 decene 2 carboxylates using pig s liver esterase |
| url | https://jsciences.ut.ac.ir/article_31839_1cc474b64bcd5ab8b4f82e98ca1565fe.pdf |