Abstract
[structure: see text] An efficient total synthesis of the annonaceous acetogenin jimenezin was achieved. The key steps used were a highly stereoselective intramolecular allylboration to establish the tetrahydropyran ring and an intramolecular Williamson reaction to close the tetrahydrofuran ring.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetogenins
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Fatty Alcohols / chemistry
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Furans / chemical synthesis*
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Furans / chemistry
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Lactones / chemistry
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Molecular Structure
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Plants, Medicinal / chemistry
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Pyrans / chemical synthesis*
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Pyrans / chemistry
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Rollinia / chemistry
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Stereoisomerism
Substances
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Acetogenins
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Fatty Alcohols
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Furans
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Lactones
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Pyrans
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jimenezin