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
Copyright Date
1988
Language
en
Proquest ID
AAI8825456
File Format
application/pdf
File Size
111 pages
Recommended Citation
Sy, James Nicolas Ong, "Synthesis of fused and bridged ring systems " (1988). Retrospective Theses and Dissertations. 9735.
https://lib.dr.iastate.edu/rtd/9735
