Abstract
All four diastereomers of the trisubstituted piperidine-alkaloids of the veratramine and jervine type were synthesized with complete stereocontrol starting from enantiopure citronellic acids. The flexible, high-yielding, and scalable route described here will facilitate convergent syntheses and give access to analogues of cyclopamine and other biologically active and diverse steroid alkaloids.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Biological Products / chemical synthesis*
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Biological Products / chemistry
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Catalysis
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Molecular Structure
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Piperidines / chemical synthesis*
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Piperidines / chemistry
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Stereoisomerism
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Veratrum Alkaloids / chemical synthesis*
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Veratrum Alkaloids / chemistry
Substances
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Biological Products
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Piperidines
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Veratrum Alkaloids
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jervine
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veratramine
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cyclopamine