Epidithiodioxopiperazines: synthetic studies of (+)-chetomin and (-)-sporidesmin A

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.

Name thesis:degree_name

Doctor of Philosophy (Ph.D.)

Level thesis:degree_level

Doctoral

Discipline thesis:degree_discipline

Chemistry

Grantor dc:publisher

Colorado State University. Libraries

Year dc:date.issued

2012

Authors dc:creator

• 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

Statement dc:rights

• Copyright and other restrictions may apply. User is responsible for compliance with all applicable laws. For information about copyright law, please see https://libguides.colostate.edu/copyright.

Language dc:language.iso

eng, English

Identifier URI

https://doi.org/10.25675/3.018544

Identifier

ETDF2012500342CHEM

OAI identifier oai:identifier

oai:mountainscholar.org:10217/71601