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Synthetic studies on the bioactive tetramic acid JBIR-22 using a late stage Diels-Alder reaction

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Westwood_2015_OBC_Synthetic_CC.pdf (323.8Kb)
Date
14/11/2015
Author
Healy, A. R.
Westwood, Nicholas James
Keywords
QD Chemistry
NDAS
Metadata
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Abstract
A late stage Diels-Alder reaction is used to prepare a mixture of JBIR-22, a natural product from the Equisetin family of tetramic acids, and one of its diastereomers. This is achieved in just 8 steps from pyruvate. The success of the late stage DA approach is discussed in the context of the biosynthesis of JBIR-22 (and perhaps related natural products).
Citation
Healy , A R & Westwood , N J 2015 , ' Synthetic studies on the bioactive tetramic acid JBIR-22 using a late stage Diels-Alder reaction ' , Organic & Biomolecular Chemistry , vol. 13 , no. 42 , pp. 10527-10531 . https://doi.org/10.1039/C5OB01771H
Publication
Organic & Biomolecular Chemistry
Status
Peer reviewed
DOI
https://doi.org/10.1039/C5OB01771H
ISSN
1477-0520
Type
Journal article
Rights
Copyright 2015 the Authors. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (http://creativecommons.org/licenses/by/3.0/).
Description
The authors would like to thank the following for funding: Cancer Research UK (grants C21383/A6950 and C483/A10706)
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  • University of St Andrews Research
URL
http://www.rsc.org/suppdata/c5/ob/c5ob01771h/c5ob01771h1.pdf
URI
http://hdl.handle.net/10023/7807

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