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Dissertation/Thesis Abstract

Addition of Molecular Oxygen to Alkenes: Chemical and Biological Applications of Organic Peroxides
by Andia, Alexander A., Ph.D., New York University, 2018, 324; 10929113
Abstract (Summary)

Molecular oxygen is an ideal source of oxygen atoms for synthetic transformations because it is inexpensive, abundant, and non-toxic. This dissertation presents the development of synthetic methods to oxidize alkenes to α-oxygenated ketones, hydroperoxides, alcohols, and endoperoxides using molecular oxygen under transition-metal or ambient-light catalysis. Chapter One describes a copper-catalyzed method to afford α-oxygenated ketones that can be further functionalized to give a variety of products. Chapter Two offers a light-catalyzed method for the synthesis of hydroperoxides from enol ethers and strained alkenes. Chapter Three discusses a cobalt-catalyzed synthesis of 1,2-dioxolanes and their applications in cancer biology. Chapter Four presents preliminary work in the construction of 1,2-dioxanes, which can be manipulated to furnish biologically active natural product derivatives.

Indexing (document details)
Advisor: Woerpel, Keith A.
Commitee: Buccella, Daniela, Diao, Tianning, Mahal, Lara, Turner, Daniel
School: New York University
Department: Chemistry
School Location: United States -- New York
Source: DAI-B 80/03(E), Dissertation Abstracts International
Subjects: Chemistry, Organic chemistry
Keywords: 1,2-dioxanes, 1,2-dioxolanes, Hydroxylamines, Molecular oxygen, Peroxides
Publication Number: 10929113
ISBN: 978-0-438-63575-3
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