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

Alihodžić, Sulejman; Čipčić Paljetak, Hana; Čikoš, Ana; Elenkov, Ivaylo Jivkov (2022) New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction. Molecules, 27 (2). ISSN 1420-3049

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Abstract

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.

Item Type: Article
Uncontrolled Keywords: macrolides; azalides; bicyclolides; tandem reaction; allylation; NMR spectroscopy; conformational analysis
Subjects: NATURAL SCIENCES
Divisions: NMR Center
Depositing User: Kristina Ciglar
Date Deposited: 06 Apr 2022 21:15
URI: http://fulir.irb.hr/id/eprint/7212
DOI: 10.3390/molecules27020432

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