Degree Type

Dissertation

Date of Award

1988

Degree Name

Doctor of Philosophy

Department

Chemistry

First Advisor

George A. Kraus

Abstract

The efficient construction of fused and bridged carbocyclic ring systems has always been a challenge for the organic chemist. We describe the following advances: (1) An effective method for making cis-fused cyclopentanoids using samarium diiodide has been achieved. The resulting tricyclic fused systems were utilized in two concise approaches to rocaglamide, a compound that exhibits significant antileukemic activity. (2) A novel way of constructing bridged ring systems involving a reactive enone intermediate and 1,1,3-trisubstituted dienes has been effected. The unusual preference for the exo mode of cycloaddition is explained.

DOI

https://doi.org/10.31274/rtd-180813-9334

Publisher

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

Copyright Owner

James Nicolas Ong Sy

Language

en

Proquest ID

AAI8825456

File Format

application/pdf

File Size

111 pages

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