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Date of Award


Document Type

Restricted Thesis: Campus only access

Degree Name

Bachelor of Science


Biochemistry & Molecular Biol.

First Advisor

Dr. John Gupton


Pyrrole containing marine natural products continue to be a rich source of biologically interesting substances. The polycitones, rigidins, storniamides, ningalins and lamellarins represent pyrrole chemotypes that have been pursued from a synthetic standpoint because of their antitumor properties and their action on multi-drug resistant cancer cell lines. Here, the synthesis of a new, flexible pyrrole building block and its application to the regiospecific synthesis of tri- and tetra-substituted pyrroles is described. Optimization studies were carried out for both the synthesis of this intermediate and for determining the scope and limitations of cross- coupling aromatic residues to the pyrrole core. A preparation of regiospecific 3,4-diaryl isomers is presented as well as a formal synthesis of the natural products polycitrin A and polycitones A and B all from the same pyrrole building block.