New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction

Unprecedented tandem allylic alkylation/intermolecular Michael addition was used in the preparation of novel bicyclic azalides. NMR spectroscopy was used not only to unambiguously determine and characterize the structures of these unexpected products of chemical reaction but also to investigate the...

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Autores principales: Alihodžić, Sulejman, Čipčić Paljetak, Hana, Čikoš, Ana, Elenkov, Ivaylo Jivkov
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8781410/
https://www.ncbi.nlm.nih.gov/pubmed/35056746
http://dx.doi.org/10.3390/molecules27020432
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author Alihodžić, Sulejman
Čipčić Paljetak, Hana
Čikoš, Ana
Elenkov, Ivaylo Jivkov
author_facet Alihodžić, Sulejman
Čipčić Paljetak, Hana
Čikoš, Ana
Elenkov, Ivaylo Jivkov
author_sort Alihodžić, Sulejman
collection PubMed
description Unprecedented tandem allylic alkylation/intermolecular Michael addition was used in the preparation of novel bicyclic azalides. NMR spectroscopy was used not only to unambiguously determine and characterize the structures of these unexpected products of chemical reaction but also to investigate the effect the rigid bicyclic modification has on the conformation of the whole molecule. Thus, some of the macrolides prepared showed antibacterial activity in the range of well-known antibiotic drug azithromycin.
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spelling pubmed-87814102022-01-22 New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction Alihodžić, Sulejman Čipčić Paljetak, Hana Čikoš, Ana Elenkov, Ivaylo Jivkov Molecules Article Unprecedented tandem allylic alkylation/intermolecular Michael addition was used in the preparation of novel bicyclic azalides. NMR spectroscopy was used not only to unambiguously determine and characterize the structures of these unexpected products of chemical reaction but also to investigate the effect the rigid bicyclic modification has on the conformation of the whole molecule. Thus, some of the macrolides prepared showed antibacterial activity in the range of well-known antibiotic drug azithromycin. MDPI 2022-01-10 /pmc/articles/PMC8781410/ /pubmed/35056746 http://dx.doi.org/10.3390/molecules27020432 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Alihodžić, Sulejman
Čipčić Paljetak, Hana
Čikoš, Ana
Elenkov, Ivaylo Jivkov
New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction
title New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction
title_full New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction
title_fullStr New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction
title_full_unstemmed New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction
title_short New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction
title_sort new bicyclic azalide macrolides obtained by tandem palladium catalyzed allylic alkylation/conjugated addition reaction
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8781410/
https://www.ncbi.nlm.nih.gov/pubmed/35056746
http://dx.doi.org/10.3390/molecules27020432
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AT cikosana newbicyclicazalidemacrolidesobtainedbytandempalladiumcatalyzedallylicalkylationconjugatedadditionreaction
AT elenkovivaylojivkov newbicyclicazalidemacrolidesobtainedbytandempalladiumcatalyzedallylicalkylationconjugatedadditionreaction

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