Synthetic studies on the bioactive tetramic acid JBIR-22 using a late stage Diels-Alder reaction
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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).
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 . DOI: 10.1039/C5OB01771H
Organic & Biomolecular Chemistry
Copyright 2015 the Authors. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (http://creativecommons.org/licenses/by/3.0/).
The authors would like to thank the following for funding: Cancer Research UK (grants C21383/A6950 and C483/A10706)