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A divergent synthesis of secologanin derived natural products

Date

2010

Authors

English, Brandon Joel, author
Williams, Robert M., advisor
Ferreira, Eric M., committee member
Eckstein, Torsten, committee member
Elliot, C. Michael, committee member
Finke, Richard G., committee member

Journal Title

Journal ISSN

Volume Title

Abstract

This dissertation documents the racemic total synthesis of the natural products oleocanthal, geissoschizol, corynantheidol, dihydrocorynantheol, protoemetinol, and 3-epi-protoemetinol from a single synthetic intermediate. Also described are efforts to produce an optically pure supply of the common synthetic intermediate of the above described natural products. The work described herein represents the first steps toward the development of a general strategy capable of synthesizing several structurally diverse members of the family of compounds derived from secologanin.

Description

Department Head: Ellen R. Fisher.

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Subject

Secologanin
corynantheidol
oleocanthal
geissoschizol
dihydrocorynantheol
protoemetinol
Biosynthesis
Organic compounds -- Synthesis
Enantiomers -- Biotechnology

Citation

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