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

Alan Healy, N. J. Westwood

Research output: Contribution to journalArticle

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 languageEnglish (US)
Pages (from-to)10527-10531
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume13
Issue number42
DOIs
StatePublished - Jan 1 2015

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Diels-Alder reactions
Cycloaddition Reaction
activity (biology)
Biological Products
pyruvates
acids
biosynthesis
Biosynthesis
products
Pyruvic Acid
tetramic acid
JBIR-22
equisetin

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Synthetic studies on the bioactive tetramic acid JBIR-22 using a late stage Diels-Alder reaction. / Healy, Alan; Westwood, N. J.

In: Organic and Biomolecular Chemistry, Vol. 13, No. 42, 01.01.2015, p. 10527-10531.

Research output: Contribution to journalArticle

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