Mining the tetraene manifold: Total synthesis of complex pyrones from Placobranchus ocellatus

Aubry K. Miller; Dirk Trauner

doi:10.1002/anie.200500488

Mining the tetraene manifold: Total synthesis of complex pyrones from Placobranchus ocellatus

Aubry K. Miller, Dirk Trauner

Chemistry

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

Abstract

(Chemical Equation Presented) A natural product anticipated through total synthesis! Ocellapyrone A was obtained in the laboratory several months before the structure of this unusual natural product (see scheme) was reported. An isomerization/8π-6π electrocyclization cascade was used for the formation of the natural product from a polyene precursor. The synthesis of ocellapyrone B from a diastereomer of ocellapyrone A was also performed.

Original language	English (US)
Pages (from-to)	4602-4606
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	44
Issue number	29
DOIs	https://doi.org/10.1002/anie.200500488
State	Published - Jul 18 2005

Keywords

Biomimetic synthesis
Electrocyclic reactions
Isomerization
Natural products synthesis
Reaction cascades

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.200500488

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KW - Biomimetic synthesis

KW - Electrocyclic reactions

KW - Isomerization

KW - Natural products synthesis

KW - Reaction cascades

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Mining the tetraene manifold: Total synthesis of complex pyrones from Placobranchus ocellatus

Abstract

Keywords

ASJC Scopus subject areas

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