Abstract
Alkyl chloroformates induced indirect trapping of the retroconjugate addition reaction intermediate involved in the epimerization of lobeline is described. This strategy was applied to the conversion of (-)-lobeline to (-)-sedamine in high overall yield.
Publication types
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Alkaloids / chemical synthesis*
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Lobeline / chemical synthesis
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Lobeline / chemistry*
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Molecular Structure
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Piperidines / chemical synthesis*
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Stereoisomerism
Substances
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Alkaloids
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Piperidines
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sedamine
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Lobeline