Abstract
[reaction: see text] The first total enantiosynthesis of the biologically active alkaloid (-)-cytisine is reported, featuring a ruthenium-catalyzed RCM reaction as the key step. The approach relies on readily available cis-piperidine-3,5-dimethanol monoacetate as the chiral building block, and it is suited for achieving the target compound in both enantiomeric forms.
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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Azocines / chemical synthesis*
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Catalysis
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Fabaceae / chemistry*
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Indicators and Reagents
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Quinolizines / chemical synthesis*
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Stereoisomerism
Substances
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Alkaloids
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Azocines
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Indicators and Reagents
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Quinolizines
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cytisine