Author

Brooke Raven

Date Approved

2009

Degree Type

Open Access Senior Honors Thesis

Department

Chemistry

Abstract

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.

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