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

A. R. Healy; Nicholas James Westwood

doi:10.1039/C5OB01771H

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

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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).

Original language	English
Pages (from-to)	10527-10531
Journal	Organic & Biomolecular Chemistry
Volume	13
Issue number	42
Early online date	25 Aug 2015
DOIs	https://doi.org/10.1039/C5OB01771H
Publication status	Published - 14 Nov 2015

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10.1039/C5OB01771H

Westwood_2015_OBC_Synthetic_CC
Copyright 2015 the Authors. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (http://creativecommons.org/licenses/by/3.0/).
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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).",

author = "Healy, {A. R.} and Westwood, {Nicholas James}",

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AB - 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).

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

Abstract

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