Abstract
The total syntheses of (+)-inthomycin A, (+)-inthomycin B and (-)-inthomycin C, the oxazole-triene antibiotics isolated from Streptomyces sp., have been accomplished via the highly enantio- and stereoselective construction of the C1-C7 (iododienyl)aldol units by taking advantage of a Cinchona alkaloid-catalyzed asymmetric β-lactone synthesis and their isomerisation-free Stille coupling with (E)-5-(3-(tributylstannyl)allyl)oxazole.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Bacterial Agents / chemical synthesis*
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Anti-Bacterial Agents / chemistry
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Catalysis
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Cinchona Alkaloids / chemistry*
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Fatty Acids, Unsaturated / chemical synthesis*
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Fatty Acids, Unsaturated / chemistry
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Molecular Structure
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Oxazoles / chemical synthesis*
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Oxazoles / chemistry
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Stereoisomerism
Substances
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Anti-Bacterial Agents
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Cinchona Alkaloids
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Fatty Acids, Unsaturated
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Oxazoles
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inthomycin A
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inthomycin B
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inthomycin C