Date Approved
2009
Degree Type
Open Access Thesis
Degree Name
Master of Science (MS)
Department or School
Chemistry
Committee Member
Harriet Lindsay, PhD, Chair
Committee Member
Arthur Howard, PhD
Committee Member
Timothy Friebe, PhD
Abstract
Pyrrolizidine alkaloids are a large class of natural products whose members exhibit a variety of biological properties including potential applications toward the treatment of cancer, diabetes, and viral infections such as HIV. In addition, some of these compounds exhibit insect antifeedant activity, and so have potential applications in the agricultural industry for the protection of crops.
For these reasons, we were interested in developing a method to form the bicyclic alkaloid core that could be functionalized to generate many pyrrolizidine alkaloids. Specifically, our goal was to synthesize the pyrrolizidine B-ring by a novel McMurry cyclization strategy (Scheme 1). The synthesis of the McMurry reaction precursors and efforts at optimizing the key McMurry reaction will be described.
Recommended Citation
Tuluoglu, Fatmagul, "Synthesis of the bicyclic core of pyrrolizidine alkaloids" (2009). Master's Theses and Doctoral Dissertations. 247.
https://commons.emich.edu/theses/247