4.8 Article

An intramolecular Diels-Alder approach to the eunicellins: Enantioselective total syntheses of ophirin B and astrogorgin

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 128, Issue 4, Pages 1371-1378

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja056334b

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Funding

  1. NIGMS NIH HHS [GM60567] Funding Source: Medline

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The enantioselective syntheses of the eunicellins ophirin B and astrogorgin have been completed. Ring-closing metatheses provide efficient access to the oxonene rings, and highly diastereoselective intramolecular Diels-Alder reactions resulted in the formation of the hydrobenzofuran portion of the molecules.

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