Clarke, Paul A. orcid.org/0000-0003-3952-359X, Rolla, Gabriele A., Cridland, Andrew P. et al. (1 more author) (2007) An improved synthesis of (2E,4Z)-6-(benzyloxy)-4-bromohexa-2,4-dien-1-ol. Tetrahedron. pp. 9124-9128. ISSN 0040-4020
Abstract
An improved synthesis of (2E,4Z)-6-(benzyloxy)-4-bromohexa-2,4-dien-1-ol has been devised. This new route increases the throughput and yield of the diene product by circumventing a low yielding preparation of boronic acid intermediate as well as removing the need to use multi-gram quantities of highly toxic thallium salts. In the process of developing this new route, a higher yielding preparation of ( E)-3-hydroxyprop-1-enylboronic acid was also achieved. (c) 2007 Elsevier Ltd. All rights reserved.
Metadata
Authors/Creators: |
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Copyright, Publisher and Additional Information: | Copyright © 2007 Elsevier B.V.. This is an author produced version of a paper subsequently published in Tetrahedron. Uploaded in accordance with the publisher's self-archiving policy. |
Keywords: | functionalised dienes, hexacyclinic acid, (E)-3-hydroxyprop-1-enylboronic acid, scaleable synthesis, DIELS-ALDER REACTION, ENANTIOSELECTIVE SYNTHESIS, ASYMMETRIC-SYNTHESIS, HEXACYCLINIC ACID, BOTTOM-HALF, FR182877, RING, CHLOROTHRICOLIDE, SYSTEM |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Ms Diana Hilmer |
Date Deposited: | 12 Oct 2007 17:34 |
Last Modified: | 06 Dec 2023 10:39 |
Published Version: | https://doi.org/10.1016/j.tet.2007.06.071 |
Status: | Published |
Refereed: | Yes |
Identification Number: | https://doi.org/10.1016/j.tet.2007.06.071 |
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