Date of Completion
2019
Document Type
Honors College Thesis
Department
Chemistry
Thesis Type
Honors College
First Advisor
Dr. Matthias Brewer
Keywords
organic synthesis, drug development, lithiation, cancer, natural products synthesis, aromatic substitution
Abstract
Fusarochromanone is a powerful anticancer mycotoxin exhibiting unique molecular structure and biological activity. Fusarochromanone is produced by rare strains of fusarium equiseti and is not readily accessible for study from its natural source; thus, an efficient laboratory synthesis practical for large-scale production is an attractive goal. Previously reported syntheses of Fusarochromanone are limited by prohibitively expensive starting materials and low-yielding key steps. In this work, novel approaches to Fusarochromanone synthesis using directed ortho- metalation strategies have been proposed and tested. A cost-effective, scalable synthesis of Fusarochromanone has been achieved, and groundwork has been laid that will direct future efforts to improve the developed synthesis.
Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.
Recommended Citation
Minadeo, Nicholas J., "Investigation of Directed ortho-Metalation Strategies in the Synthesis of Fusarochromanone, an Anti-Cancer Mycotoxin" (2019). UVM Honors College Senior Theses. 311.
https://scholarworks.uvm.edu/hcoltheses/311