Abstract
Efficient and practical total synthesis of puberulic acid has been accomplished via 8 steps, with 54% overall yield, and only two C-C bond formations, without the introduction of oxygen atoms into the core skeleton. Construction of the tropolone framework as the key transformation was achieved by multi-tandem oxidation of the aliphatic-triol, from D-(+)-galactose as the starting material.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Antimalarials / chemical synthesis*
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Carboxylic Acids / chemical synthesis*
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Indicators and Reagents
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Oxidation-Reduction
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Oxygen / chemistry
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Penicillium / chemistry
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Tropolone / analogs & derivatives*
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Tropolone / chemical synthesis
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Tropolone / chemistry
Substances
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Antimalarials
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Carboxylic Acids
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Indicators and Reagents
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puberulic acid
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Tropolone
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Oxygen