Abstract
We report the first asymmetric, total synthesis of (-)-isosilybin A. A late-stage catalytic biomimetic cyclization of a highly functionalized chalcone is employed to form the characteristic benzopyranone ring. A robust and flexible approach to this chalcone provides an entry to the preparation of the entire isomeric family of silybin natural products.
Publication types
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Research Support, N.I.H., Extramural
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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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Chalcone / chemistry
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Cyclization
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Molecular Structure
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Silybum marianum / chemistry
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Silymarin / analogs & derivatives*
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Silymarin / chemical synthesis
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Silymarin / chemistry
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Stereoisomerism
Substances
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Biological Products
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Silymarin
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Chalcone
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isosilybin A