Abstract
The synthesis of the highly functionalized tetracyclic skeleton of landomycinone (2), the aglycon of landomycins, was performed using two pivotal steps relying on metal-catalyzed reactions. They are (1) a [2 + 2 + 2] cycloaddition of alkynes promoted by Wilkinson's catalyst to build rings B and C concomitantly and (2) a ring-closing metathesis followed by aromatization to build ring D.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkynes / chemistry*
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Catalysis
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Cyclization
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Naphthoquinones / chemical synthesis*
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Naphthoquinones / chemistry
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Oligosaccharides / chemical synthesis*
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Oligosaccharides / chemistry
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Polycyclic Compounds / chemical synthesis*
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Polycyclic Compounds / chemistry
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Stereoisomerism
Substances
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Alkynes
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Naphthoquinones
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Oligosaccharides
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Polycyclic Compounds
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landomycinone