Open Access Senior Honors Thesis
Indolizidine and pyrrolizidine alkaloids are large classes of natural products whose members have a variety of interesting biological activities. In order to access a number of these compounds, we have developed a synthetic strategy that which allows for variation of structural features including size of the bicyclic core (indolizidine vs. pyrrolizidine), oxidation at C6 and/or C7, and saturation versus unsaturation at C1-C2. To that end, our recent efforts have focused on a method to assemble the indolizidine or pyrrolizidine alkaloid skeleton in a manner that will allow for further functionalization. The key step in this process is a novel intramolecular reductive coupling reaction to form the B ring.
Raven, Brooke, "Synthesis of the Bicyclic Core of Pyrrolizidine and Indolizidine Alkaloids" (2009). Senior Honors Theses. 182.