Abstract
A tricyclic core structure 2 related to gelsemine 1 was synthesized from an oxabicyclo[3.2.1]octanone 4 by a three-step bridge swapping strategy involving elimination of the bridging ether oxygen and intramolecular Michael addition of a tethered cyanoacetamide unit.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkaloids / chemical synthesis*
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Alkaloids / chemistry
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Carbon / chemistry*
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Crystallography, X-Ray
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Models, Molecular
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Molecular Structure
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Oxygen / chemistry*
Substances
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Alkaloids
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gelsemine
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Carbon
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Oxygen