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Access Type
WSU Access
Date of Award
January 2022
Degree Type
Dissertation
Degree Name
Ph.D.
Department
Chemistry
First Advisor
Jennifer Stockdill
Abstract
This work comprises development of new strategies and methodologies toward the total synthesis of biologically active natural products. This thesis defines some of the targets in the application of free radical chemistry in organic synthesis and peptide synthesis. Specifically, our results have established a new "greener" and cost-efficient reductive desulfurization methodology that will impact the industrial synthesis of larger peptides and small molecules. This method includes no thiol additives, expensive catalysts, or initiators. Importantly, this thesis builds up to the science of phosphine and silane free radical method as it offers an additional desulfurative methodology for small molecules in catalytic fashion. Further, this research has managed to construct the thiazoline ring of backbone thiopeptides via dehydrative method which could be subjected to dehydrogenation to furnish the thiazole ring. The latter method was used in the total synthesis of Aeg C and B. Moreover, mechanistic investigation was performed to investigate the nature of this dehydrative method.
Recommended Citation
Morsy, Rana Mohamed Ibrahim, "Implementation Of Free Radical And Dehydrative Methodologies For Total Synthesis Of Biologically Active Natural Products" (2022). Wayne State University Dissertations. 3764.
https://digitalcommons.wayne.edu/oa_dissertations/3764