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

A. R. Healy; N. J. Westwood

doi:10.1039/c5ob01771h

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

A. R. Healy, N. J. Westwood

Chemistry

Research output: Contribution to journal › Article › peer-review

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 (US)
Pages (from-to)	10527-10531
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	13
Issue number	42
DOIs	https://doi.org/10.1039/c5ob01771h
State	Published - 2015

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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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, {N. J.}",

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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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