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New reactions and strategies in divergent syntheses of macrolide antibiotics
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Yu, Libing. New reactions and strategies in divergent syntheses of macrolide antibiotics. Retrieved from https://doi.org/doi:10.7282/T38C9Z7H

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TitleNew reactions and strategies in divergent syntheses of macrolide antibiotics
NameYu, Libing (author); Williams, Lawrence (chair); Seidel, Daniel (internal member); Warmuth, Ralf (internal member); Ali, Amjad (outside member); Rutgers University; Graduate School - New Brunswick
Date Created2015
Other Date2015-10 (degree)
SubjectChemistry and Chemical Biology, Macrolide antibiotics, Allene
Extent1 online resource (xvi, 215 p. : ill.)
DescriptionFrom the microbial world, antibiotics are structurally complex and highly potent chemical weapons that co-evolved with bacteria. Macrolide (glycosylated cyclic polyketides) antibiotics have been used extensively as first-line antibacterial agents since the discovery of the broad-spectrum antibiotic erythromycin A in 1952. However wide-spread use of antibiotics has led pathogens to develop drug resistance. Therefore new and enhanced antibiotics are constantly in need. Described in this dissertation is my effort to emulate the synthetic capabilities of erythromycin-producing bacteria by accessing novel erythromycin-inspired polyketides via divergent total synthesis. New allene oxidation methods have been developed and implemented in a modular and divergent route to produce a diversified portfolio of cyclic polyketides and their glycoconjugates. I will disclose a total synthesis of 4,10-didesmethyl-(9S)-dihydroerythronolide A (Chapter 2), preparation of glycosylated erythromycin analogs (Chapter 3) and progress towards synthesis of 9(S)-dihydroerythronolide A (Chapter 4).
NotePh.D.
NoteIncludes bibliographical references
Noteby Libing Yu
Genretheses, ETD doctoral
Persistent URLhttps://doi.org/doi:10.7282/T38C9Z7H
Languageeng
CollectionGraduate School - New Brunswick Electronic Theses and Dissertations
Organization NameRutgers, The State University of New Jersey
RightsThe author owns the copyright to this work.
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