Degree Type

Dissertation

Date of Award

2006

Degree Name

Doctor of Philosophy

Department

Chemistry

First Advisor

George A. Kraus

Abstract

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.

DOI

https://doi.org/10.31274/rtd-180813-16488

Publisher

Digital Repository @ Iowa State University, http://lib.dr.iastate.edu/

Copyright Owner

Jaehoon Bae

Language

en

Proquest ID

AAI3244378

File Format

application/pdf

File Size

113 pages

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