Abstract
The total synthesis of naphthoquinone natural products isolated from the Bignoniaceae plant family is described. Pinnatal, isopinnatal, sterekunthals A and B, pyranokunthones A and B, and anthrakunthone have been prepared along the lines of a biosynthetic proposal involving pericyclic reactions as key steps. The first case of catalysis in oxa 6pi electrocyclizations is reported.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Antimalarials / chemical synthesis*
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Antimalarials / chemistry
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Bignoniaceae / chemistry*
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Biomimetic Materials / chemistry
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Crystallography, X-Ray
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Cyclization
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Molecular Conformation
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Naphthoquinones / chemical synthesis*
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Naphthoquinones / chemistry
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Naphthoquinones / pharmacology
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Oxidation-Reduction
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Plant Extracts / chemistry
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Plant Extracts / isolation & purification
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Plant Extracts / pharmacology
Substances
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Antimalarials
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Naphthoquinones
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Plant Extracts