Date of Award




Document Type

Master's Thesis

Degree Name

Master of Science (MS)


Department of Chemistry

Content Description

1 online resource (ii, 69 pages) : illustrations (some color)

Dissertation/Thesis Chair

Zhang Wang

Committee Members

Ting Wang


Club mosses, Synthetic products, Alkaloids

Subject Categories

Organic Chemistry


The lycopodium alkaloids are a family of over 270 naturally occurring compounds, many of which are bioactive. Therefore, developing an efficient manner by which these alkaloids can be synthesized could be incredibly useful in studying their potential medicinal benefits. Herein, steps toward this goal were accomplished. A bicyclic ring structure was synthesized in few steps from commercially available starting materials. This structure can be viewed as a key intermediate from which several lycopodium alkaloids could be synthesized in relatively few steps. The ring system was subject to an aza-Prins cyclization reaction to synthesize the alkaloids lycopodine. Unfortunately the current synthetic effort toward this product was unsuccessful, however efforts toward other lycopodium alkaloids still hold promise.