Date of Award
Doctor of Philosophy
George A. Kraus
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.
Digital Repository @ Iowa State University, http://lib.dr.iastate.edu/
Alexey G. Melekhov
Melekhov, Alexey G., "New methods for the synthesis of natural products " (1999). Retrospective Theses and Dissertations. 12593.