Pericyclic reactions of prenylated naphthoquinones: Biomimetic syntheses of mollugin and microphyllaquinone

Jean Philip Lumb, Dirk Trauner

Research output: Contribution to journalArticle

Abstract

(Chemical Equation Presented) A total synthesis of the bioactive naphthohydroquinone mollugin and the related naphthoquinone dimer microphyllaquinone is described. Both syntheses exploit the propensity of prenylated quinones to undergo tautomerization/oxa 6π-electrocyclizations.

Original languageEnglish (US)
Pages (from-to)5865-5868
Number of pages4
JournalOrganic Letters
Volume7
Issue number26
DOIs
StatePublished - Dec 22 2005

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Naphthoquinones
Quinones
Biomimetics
biomimetics
quinones
synthesis
activity (biology)
Dimers
dimers
rubimaillin
microphyllaquinone

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Pericyclic reactions of prenylated naphthoquinones : Biomimetic syntheses of mollugin and microphyllaquinone. / Lumb, Jean Philip; Trauner, Dirk.

In: Organic Letters, Vol. 7, No. 26, 22.12.2005, p. 5865-5868.

Research output: Contribution to journalArticle

Lumb, Jean Philip ; Trauner, Dirk. / Pericyclic reactions of prenylated naphthoquinones : Biomimetic syntheses of mollugin and microphyllaquinone. In: Organic Letters. 2005 ; Vol. 7, No. 26. pp. 5865-5868.
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