Abstract
The first total synthesis of spirobacillene A, an indole alkaloid isolated from Lysinibacillus fusiformis, is reported. A Lewis acid mediated spirocyclization of an anisole derivative onto a tethered ynone was used as a key step, drawing inspiration from a potential biosynthesis of the natural product.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anisoles / chemistry*
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Cyclization
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Cyclopentanes / chemical synthesis*
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Cyclopentanes / chemistry*
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Cyclopentanes / isolation & purification
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Indole Alkaloids / chemical synthesis*
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Indole Alkaloids / chemistry*
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Indole Alkaloids / isolation & purification
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Lewis Acids / chemistry*
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Molecular Structure
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Spiro Compounds / chemical synthesis*
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Spiro Compounds / chemistry*
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Spiro Compounds / isolation & purification
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Stereoisomerism
Substances
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Anisoles
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Cyclopentanes
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Indole Alkaloids
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Lewis Acids
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Spiro Compounds
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spirobacillene A