Epidithiodioxopiperazines: synthetic studies of (+)-chetomin and (-)-sporidesmin A
Date
2012
Authors
Welch, Timothy R., author
Williams, Robert M., advisor
Rovis, Tomislav, committee member
Wood, John L., committee member
Ackerson, Chris, committee member
Thamm, Douglas H., committee member
Journal Title
Journal ISSN
Volume Title
Abstract
This dissertation documents efforts toward the asymmetric total syntheses of the natural products (+)-chetomin and (-)-sporidesmin A. Synthetic methods have been developed to efficiently construct the dioxopiperazine core of both molecules. Additionally, a simple epidithiodioxopiperazine has been synthesized to demonstrate a general method for the addition of a sulfur bridge to a dioxopiperazine ring. The work described herein, while not totally successful, provides a basis for future completion of the asymmetric total syntheses of these two epidithiodioxopiperazines and other related fungal metabolites.