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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Main Authors: Gholam H. Hakimelahi, Morteza Zarrinehzad
Format: Article
Language:English
Published: Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR 1990-06-01
Series:Iranian Journal of Chemistry & Chemical Engineering
Subjects:
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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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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