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

Jean Philip Lumb; Dirk Trauner

doi:10.1021/ol052472u

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

Jean Philip Lumb, Dirk Trauner

Chemistry

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

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 language	English (US)
Pages (from-to)	5865-5868
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	26
DOIs	https://doi.org/10.1021/ol052472u
State	Published - Dec 22 2005

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol052472u

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title = "Pericyclic reactions of prenylated naphthoquinones: Biomimetic syntheses of mollugin and microphyllaquinone",

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.",

author = "Lumb, {Jean Philip} and Dirk Trauner",

year = "2005",

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doi = "10.1021/ol052472u",

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AB - (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.

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

Abstract

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