Abstract
An enantioselective approach to (-)-isoavenaciolide was achieved starting from 1-undecyn-3-ol. The synthesis relied upon the preparation of a chiral 4-silyloxy-2-alkenylborane by hydroboration of a protected 2,3-allenol and subsequent stereoselective addition to 2-thiophenecarboxaldehyde.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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4-Butyrolactone / analogs & derivatives*
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4-Butyrolactone / chemical synthesis
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4-Butyrolactone / chemistry
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Boranes / chemistry
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Molecular Structure
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Stereoisomerism
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Thiophenes / chemistry
Substances
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Boranes
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Thiophenes
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4-Butyrolactone
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isoavenaciolide