Aimon, A., Farrugia, L. J. and Clark, J. S. (2019) Synthesis of the core framework of the cornexistins by intramolecular Nozaki-Hiyama-Kishi coupling. Molecules, 24(14), 2654. (doi: 10.3390/molecules24142654) (PMID:31336669) (PMCID:PMC6680490)
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Abstract
A new and direct approach to the construction of the core framework of the herbicidal natural products cornexistin and hydroxycornexistin has been developed. Formation of the nine-membered carbocycle found in the natural products has been accomplished by an intramolecular Nozaki-Hiyama-Kishi reaction between a vinylic iodide and an aldehyde. Good yields of carbocyclic products were obtained from the reaction, but diastereomeric mixtures of allylic alcohols were produced. The cyclisation reaction was successful irrespective of the relative configuration of the stereogenic centres in the cyclisation precursor.
| Item Type: | Articles |
|---|---|
| Additional Information: | This research was funded a postgraduate scholarship (A.A.) awarded by the University of Glasgow. |
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Clark, Professor Stephen and Farrugia, Dr Louis |
| Authors: | Aimon, A., Farrugia, L. J., and Clark, J. S. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Molecules |
| Publisher: | MDPI |
| ISSN: | 1420-3049 |
| ISSN (Online): | 1420-3049 |
| Copyright Holders: | Copyright © 2019 The Authors |
| First Published: | First published in Molecules 24(14):2654 |
| Publisher Policy: | Reproduced under a Creative Commons License |
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