Date of Award
Doctor of Philosophy
George A. Kraus
In this dissertation, we have investigated the direct and efficient synthetic route to biologically active natural products. Chapter 1 describes the synthesis of some of the natural compounds in Echinacea. Several main constituents of the plant Echinacea have been synthesized for the first time. We have developed a direct and flexible route to amides and ketones in Echinacea. The synthesized natural products have been used for standard samples for the biological studies. Chapter 2 describes the new tandem strategy to construct bicyclic systems by a Diels-Alder/ene reaction and its application for the synthesis of Isoligularone. During this tandem reaction, as many as five stereogenic centers can be created in a single reaction. The efficient synthesis of Isoligularone nicely demonstrates the utility of this tandem Diels-Alder/ene reaction sequence for the synthesis of natural products.
Digital Repository @ Iowa State University, http://lib.dr.iastate.edu/
Bae, Jaehoon, "Synthesis of natural compounds in Echinacea " (2006). Retrospective Theses and Dissertations. 1907.