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Total Synthesis of (−)-Ascochlorin via a Cyclobutenone-Based Benzannulation Strategy

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Gregory B. Dudley, Katherine S. Takaki, Don D. Cha, and Rick L. Danheiser*

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139

Org. Lett., 2000, 2 (21), pp 3407–3410

DOI: 10.1021/ol006561c

Publication Date (Web): September 23, 2000

Section:

Biomolecules and Their Synthetic Analogs

Abstract

The application of a convergent benzannulation strategy in an efficient synthesis of (−)-ascochlorin is described.

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Citing Articles

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This article has been cited by 13 ACS Journal articles (5 most recent appear below).

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Palladium-Catalyzed Modular Assembly of Electron-Rich Alkenes, Dienes, Trienes, and Enynes from (E)-1,2-Dichlorovinyl Phenyl Ether
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Anti-inflammatory Sesquiterpenoids from a Sponge-Derived Fungus Acremonium sp.
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Rapid Access to Amino-Substituted Quinoline, (Di)Benzofuran, and Carbazole Heterocycles through an Aminobenzannulation Reaction
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  The use of a powerful aminobenzannulation reaction has been applied for the synthesis of amino-substituted quinolines, dibenzofurans, and carbazoles. The precursors are heterocycles bearing a methyl ketone group ortho to an internal alkyne. They are ...
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