Pfeiffer, Jennifer Y2013-11-072013-11-0720102010Source: Masters Abstracts International, Volume: 49-02, page: 1188.http://hdl.handle.net/10393/28495http://dx.doi.org/10.20381/ruor-19297Despite recent advances in the field, the hydroamination methodology has not yet reached its full potential. This thesis focuses on new investigations in Cope-type hydroamination by first examining six-membered ring formation in order to explore and expand the scope of intramolecular Cope-type hydroamination of disubstituted olefins. This objective was achieved by synthesizing pumiliotoxin C (+/-)-3 and its epimer (+/-)-2 through the cyclization of a hydroxylamine precursor (+/-)-1 under transition metal-free reaction conditions.* In the second chapter we discuss the scarcity of methods to make ketonitrones 4 in the current literature and our approach to overcome this constraint using Cope-type hydroamination which involved heating allenes 5 and alkynes 6 with hydroxylamines under metal-free reaction conditions. Improved reaction conditions for the Schiff-base reactions of ketones will also be presented.* *Please refer to dissertation for diagrams.236 p.enChemistry, Organic.Thesis