Abstract
The synthesis of all key fragments of the marine macrolide leiodelide A is described. The polyoxygenated northern subunit is derived from d-xylose, while the southern subunit is rapidly assembled via an aldol reaction and Horner-Wadsworth-Emmons olefination. This highly convergent approach will allow for rapid modification and assembly of several isomers of leiodelide A, which may be necessary considering the assignment of leiodelide B has been previously shown to be incorrect.
© 2011 American Chemical Society
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology
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Drug Screening Assays, Antitumor
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Female
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HL-60 Cells
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Humans
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Macrolides / chemical synthesis*
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Macrolides / chemistry
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Macrolides / pharmacology
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Molecular Structure
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Oxazoles / chemical synthesis*
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Oxazoles / chemistry
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Oxazoles / pharmacology
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Stereoisomerism
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Xylose / chemistry
Substances
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Antineoplastic Agents
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Macrolides
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Oxazoles
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leiodelide A
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leiodelide B
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Xylose