Vinyl quinones as Diels-Alder dienes: Concise synthesis of (-)-halenaquinone

Michael A. Kienzler; Sandy Suseno; Dirk Trauner

doi:10.1021/ja8035042

Vinyl quinones as Diels-Alder dienes: Concise synthesis of (-)-halenaquinone

Michael A. Kienzler, Sandy Suseno, Dirk Trauner

Chemistry

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

Abstract

A concise asymmetric synthesis of (-)-halenaquinone is described. The synthesis features a diastereoselective Heck cyclization to set a quaternary center as well as a novel intramolecular inverse-electron-demand Diels-Alder reaction involving a vinyl quinone. The synthesis is highly convergent and features a minimal amount of protecting group manipulations.

Original language	English (US)
Pages (from-to)	8604-8605
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	130
Issue number	27
DOIs	https://doi.org/10.1021/ja8035042
State	Published - Jul 9 2008

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja8035042

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abstract = "A concise asymmetric synthesis of (-)-halenaquinone is described. The synthesis features a diastereoselective Heck cyclization to set a quaternary center as well as a novel intramolecular inverse-electron-demand Diels-Alder reaction involving a vinyl quinone. The synthesis is highly convergent and features a minimal amount of protecting group manipulations.",

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AU - Trauner, Dirk

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Vinyl quinones as Diels-Alder dienes: Concise synthesis of (-)-halenaquinone

Abstract

ASJC Scopus subject areas

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