Formal [3 + 3] Cycloaddition Approach to Chromenes and Chromanes. Concise Total Syntheses of (±)-Rhododaurichromanic Acids A and B and Methyl (±)-Daurichromenic Ester

Total syntheses of (±)-rhododaurichromanic acids A and B and methyl (±)-daurichromenic ester are described here. Despite the complex appearances of these compounds, their syntheses are completed in six steps with a 15% overall yield as a mixture by featuring our formal oxa-[3 + 3] cycloaddition meth...

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Bibliographic Details
Published in:Organic letters 2003-10, Vol.5 (21), p.3935-3938
Main Authors: Kurdyumov, Aleksey V, Hsung, Richard P, Ihlen, Kirsten, Wang, Jiashi
Format: Article
Language:English
Subjects:
Chromans - chemical synthesis
Chromans - chemistry
Cyclization
Models, Chemical
Molecular Structure
Rhododendron - chemistry
Stereoisomerism
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Summary:Total syntheses of (±)-rhododaurichromanic acids A and B and methyl (±)-daurichromenic ester are described here. Despite the complex appearances of these compounds, their syntheses are completed in six steps with a 15% overall yield as a mixture by featuring our formal oxa-[3 + 3] cycloaddition methodology.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol030100k