Degree Type

Dissertation

Date of Award

1999

Degree Name

Doctor of Philosophy

Department

Chemistry

First Advisor

George A. Kraus

Abstract

In this work we developed new approaches to three different classes of compounds. In the first chapter we employed PIFA as an oxidant to develop a direct route to pyrrolobenzodiazepines. We also developed a new way to generate acyl radicals by oxidative decarboxylation. The utility of this methodology was shown in the synthesis of 8-deoxy DC-81. In the second chapter we developed a five-step synthetic route to 1,4-phenanthrenequinones. We also used one of these phenanthrenequinones for the construction of an angularly-fused aromatic systems. In the third chapter we studied Lewis acid-mediated cyclizations of acyl quinones. We synthesized a precursor that may be used in the preparation of substituted morphinanes.

DOI

https://doi.org/10.31274/rtd-180813-13860

Publisher

Digital Repository @ Iowa State University, http://lib.dr.iastate.edu/

Copyright Owner

Alexey G. Melekhov

Language

en

Proquest ID

AAI9924747

File Format

application/pdf

File Size

83 pages

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