Electronic Thesis and Dissertation Repository

Degree

Master of Science

Program

Chemistry

Supervisor

Dr. Michael A. Kerr

Abstract

This work begins with a brief review of manganese(III) acetate free radical oxidative cyclization chemistry and its application toward functionalizing nitrogen containing heterocycles. Exploration of a cyclopropane ring opening reaction using indoline, and subsequent manganese(III) cyclization chemistry will be presented as a possible route towards a family of natural products called the flinderoles. Work on the construction of the core of several indole alkaloids from the genus Tabernaemontana, including tronocarpine, chippiine, and dippinine B, will be explored with utilization of manganese(III) cyclizations. Hopes of accessing an advanced common intermediate for each of these natural products will be discussed due to structural similarities that converge nicely with the use of manganese(III) as a key synthetic step.


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