Abstract
Fluoro-homoneplanocin A (4) was synthesized from d-ribose, via the enyne ring-closing metathesis of 9, the stereoselective opening of epoxide 23a with fluoride, and a simultaneous oxidation-elimination reaction. The key intermediate 8 is expected to serve as a versatile intermediate for the synthesis of carbanucleosides.
© 2012 American Chemical Society
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Adenosine / analogs & derivatives*
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Adenosine / chemical synthesis
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Adenosine / chemistry
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Adenosine / pharmacology
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Antiviral Agents / chemical synthesis*
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Antiviral Agents / chemistry
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Antiviral Agents / pharmacology
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Aspergillus niger / chemistry
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Molecular Structure
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Oxidation-Reduction
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Ribose / chemistry*
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Stereoisomerism
Substances
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Antiviral Agents
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fluoro-homoneplanocin A
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Ribose
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neplanocin A
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Adenosine