Letort, A., Long, D.-L. and Prunet, J. (2016) Study of cascade ring-closing metathesis reactions en route to an advanced intermediate of Taxol. Journal of Organic Chemistry, 81(24), pp. 12318-12331. (doi: 10.1021/acs.joc.6b02264) (PMID:27978745)
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Abstract
A highly functionalized intermediate in the synthesis of Taxol has been synthesized, which features the tricyclic core and the required oxygen substituents at C1, C2, C7, C10 and C13. The key step, a ring-closing dienyne metathesis (RCDEYM) reaction, has been thoroughly optimized to favor the tricyclic product over the undesired bicyclic product resulting from diene metathesis.
| Item Type: | Articles |
|---|---|
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Prunet, Dr Joelle and Long, Dr Deliang |
| Authors: | Letort, A., Long, D.-L., and Prunet, J. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Journal of Organic Chemistry |
| Publisher: | American Chemical Society |
| ISSN: | 0022-3263 |
| ISSN (Online): | 1520-6904 |
| Published Online: | 17 November 2016 |
| Copyright Holders: | Copyright © 2016 American Chemical Society |
| First Published: | First published in Journal of Organic Chemistry 81(24):12318-12331 |
| Publisher Policy: | Reproduced in accordance with the publisher copyright policy |
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