Publication Date

1989

Document Type

Dissertation/Thesis

First Advisor

Peterson, John Robert

Degree Name

M.S. (Master of Science)

Legacy Department

Department of Chemistry

LCSH

Heterocyclic compounds; Insect sex attractants

Abstract

Insect pheromones are compounds of Interesting biological activity. Using readily available starting materials, an efficient synthesis was developed for a sex pheromone Isolated from the male swift moth ti£B.l.ga,lug he eta L. A new entry into substituted 2,3-dihydro-4H- pyran-4-ones using titanium tetrachloride and bls(si1y1enolJethers is presented. These heterocyclic frameworks are common to many natural products. A model synthesis of the insect pheromone was explored with other routes investigated from the results. Strategies for optimization of the dlastereo- merlc selectivity In the formation of 4H-pyran-4-ones is discussed. The optimization of this diastereomeric relationship was considered an Important step towards the synthesis of the natural pheromone. Finally, an efficient total synthesis of this insect pheromone is presented.

Comments

Includes bibliographical references (pages 66-68)

Extent

v, 68 pages

Language

eng

Publisher

Northern Illinois University

Rights Statement

In Copyright

Rights Statement 2

NIU theses are protected by copyright. They may be viewed from Huskie Commons for any purpose, but reproduction or distribution in any format is prohibited without the written permission of the authors.

Media Type

Text

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