Date Approved
5-24-2021
Embargo Period
5-26-2021
Document Type
Thesis
Degree Name
M.S. Pharmaceutical Sciences
Department
Chemistry and Biochemistry
College
College of Science & Mathematics
Advisor
Gustavo Moura-Letts
Committee Member 1
Subash Jonnalagadda
Committee Member 2
James Grinias
Subject(s)
Drug development; Nitrogen compounds
Disciplines
Medicinal and Pharmaceutical Chemistry
Abstract
Nitrogen is the most common pure element, present in nearly all relevant chemical compounds. It is an essential component of the building blocks of life such as proteins, nucleic acids, amino acids and adenosine tri-phosphate. There is a naturally occurring exchange between living organisms and the atmosphere which begins with the process of fixation. Although nitrogen is naturally abundant, the strength of the triple bond in atmospheric nitrogen prevents its applicability in organic synthesis. Therefore, the development of methods to place synthetic nitrogen into heteroatomic compounds plays an important role in the development of pharmacologically relevant scaffolds. Contained within this manuscript are novel methods which utilize nitrones for various synthetic methods in order to incorporate nitrogen into a variety of heterocycles. The transfer agents used within this methodology are a variety of N-Substituted Hydroxylamines. This work highlights the value of these nitrogen transfer agents as well as their chemoselectivity in synthesis. Herein is reported the methodological development of vinylisoxazolidines and isoxazolooxazines from vinylnitrones.
Recommended Citation
Tumbelty, Lauren Nicole, "Efforts toward novel methods for the synthesis of stereochemically-dense pharmacologically relevant scaffolds" (2021). Theses and Dissertations. 2906.
https://rdw.rowan.edu/etd/2906