Abstract
The facile preparation of a novel 8-membered polyhydroxylated salicylic acid lactone from 2,6-dihydroxybenzoic acid and sodium thio-D-glucose is described. The key step involved a sodium hydride promoted intramolecular lactonization in the presence of excess TMSCl, which led to isolation of the "natural product like" lactone.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Catalysis
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Glucose / analogs & derivatives
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Glucose / chemistry
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Hydroxybenzoates / chemistry
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Indole Alkaloids / chemistry
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Indole Alkaloids / isolation & purification
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Indole Alkaloids / pharmacology
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Lactones / chemical synthesis*
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Lactones / chemistry
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Molecular Structure
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Salicylates / chemical synthesis*
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Salicylates / chemistry
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Sodium Compounds / chemistry
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Stereoisomerism
Substances
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Hydroxybenzoates
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Indole Alkaloids
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Lactones
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Salicylates
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Sodium Compounds
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ovatolide
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sodium hydride
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Glucose
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gamma-resorcylic acid