The synthesis of Beta-Carbonhomologous Intermediate of Norcardicin A. A General Method for Selective Preparation of The Beta-Lactam Ring in the Presence of Free Phenolic Hydroxyl Groups
The synthesis of cis-N-[a-carbobenzyloxy-b-(p-hydroxyphenyl)ethyl]-3-phthalimido-4-styryl-2-azetidinone is described. We have found that the electron-rich Schiff bases can afford the cis-b-lactam ring even in the presence of the free hydroxyl functions. The mechanisms of cis and trans-b-lactam ring...
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Format: | Article |
Language: | English |
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Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR
1990-06-01
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Series: | Iranian Journal of Chemistry & Chemical Engineering |
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Online Access: | http://www.ijcce.ac.ir/article_12255_edcfd7861d93ee7dc51fc2988c12b33b.pdf |
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author | Gholam H. Hakimelahi Morteza Zarrinehzad |
author_facet | Gholam H. Hakimelahi Morteza Zarrinehzad |
author_sort | Gholam H. Hakimelahi |
collection | DOAJ |
description | The synthesis of cis-N-[a-carbobenzyloxy-b-(p-hydroxyphenyl)ethyl]-3-phthalimido-4-styryl-2-azetidinone is described. We have found that the electron-rich Schiff bases can afford the cis-b-lactam ring even in the presence of the free hydroxyl functions. The mechanisms of cis and trans-b-lactam ring formation are discussed. The discussions are consistent with the recent publications. |
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format | Article |
id | doaj.art-eefc02f54ae547b6a641024647a8138e |
institution | Directory Open Access Journal |
issn | 1021-9986 1021-9986 |
language | English |
last_indexed | 2024-12-17T00:10:26Z |
publishDate | 1990-06-01 |
publisher | Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR |
record_format | Article |
series | Iranian Journal of Chemistry & Chemical Engineering |
spelling | doaj.art-eefc02f54ae547b6a641024647a8138e2022-12-21T22:10:50ZengIranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECRIranian Journal of Chemistry & Chemical Engineering1021-99861021-99861990-06-0191253412255The synthesis of Beta-Carbonhomologous Intermediate of Norcardicin A. A General Method for Selective Preparation of The Beta-Lactam Ring in the Presence of Free Phenolic Hydroxyl GroupsGholam H. Hakimelahi0Morteza Zarrinehzad1Chemistry Department, Shiraz University, Shiraz, I.R. IRANChemistry Department, Shiraz University, Shiraz, I.R. IRANThe synthesis of cis-N-[a-carbobenzyloxy-b-(p-hydroxyphenyl)ethyl]-3-phthalimido-4-styryl-2-azetidinone is described. We have found that the electron-rich Schiff bases can afford the cis-b-lactam ring even in the presence of the free hydroxyl functions. The mechanisms of cis and trans-b-lactam ring formation are discussed. The discussions are consistent with the recent publications.http://www.ijcce.ac.ir/article_12255_edcfd7861d93ee7dc51fc2988c12b33b.pdfsynthesis of beta-carbonhomologoussynthesis of cis-n-[beta-carbobenzyloxy-beta-(p-hydroxyphenyl)ethyl]-3-phathalimido-4-styryl-2-azetidinonemechanisms of cis and trans-beta-lactam ring formation |
spellingShingle | Gholam H. Hakimelahi Morteza Zarrinehzad The synthesis of Beta-Carbonhomologous Intermediate of Norcardicin A. A General Method for Selective Preparation of The Beta-Lactam Ring in the Presence of Free Phenolic Hydroxyl Groups Iranian Journal of Chemistry & Chemical Engineering synthesis of beta-carbonhomologous synthesis of cis-n-[beta-carbobenzyloxy-beta-(p-hydroxyphenyl)ethyl]-3-phathalimido-4-styryl-2-azetidinone mechanisms of cis and trans-beta-lactam ring formation |
title | The synthesis of Beta-Carbonhomologous Intermediate of Norcardicin A. A General Method for Selective Preparation of The Beta-Lactam Ring in the Presence of Free Phenolic Hydroxyl Groups |
title_full | The synthesis of Beta-Carbonhomologous Intermediate of Norcardicin A. A General Method for Selective Preparation of The Beta-Lactam Ring in the Presence of Free Phenolic Hydroxyl Groups |
title_fullStr | The synthesis of Beta-Carbonhomologous Intermediate of Norcardicin A. A General Method for Selective Preparation of The Beta-Lactam Ring in the Presence of Free Phenolic Hydroxyl Groups |
title_full_unstemmed | The synthesis of Beta-Carbonhomologous Intermediate of Norcardicin A. A General Method for Selective Preparation of The Beta-Lactam Ring in the Presence of Free Phenolic Hydroxyl Groups |
title_short | The synthesis of Beta-Carbonhomologous Intermediate of Norcardicin A. A General Method for Selective Preparation of The Beta-Lactam Ring in the Presence of Free Phenolic Hydroxyl Groups |
title_sort | synthesis of beta carbonhomologous intermediate of norcardicin a a general method for selective preparation of the beta lactam ring in the presence of free phenolic hydroxyl groups |
topic | synthesis of beta-carbonhomologous synthesis of cis-n-[beta-carbobenzyloxy-beta-(p-hydroxyphenyl)ethyl]-3-phathalimido-4-styryl-2-azetidinone mechanisms of cis and trans-beta-lactam ring formation |
url | http://www.ijcce.ac.ir/article_12255_edcfd7861d93ee7dc51fc2988c12b33b.pdf |
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