Conversion of glycosyl fluorides into C-glycosides using organoaluminum reagents. Stereospecific alkylation at C-6 of a pyranose sugar

  • Posner G
  • Haines S
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Abstract

Various furanosyl and pyranosyl fluorides react rapidly with alkyl, alkenyl, alkynyl, and aryl organoaluminum reagents at or below room temperature to form C-glycosides in 68-93% yields. Effective application of this procedure to a 6-fluoro 1,6-anhydroglucose derivative produced a chain-extended sugar stereospecifically. © 1985.

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Authors

  • Gary H. Posner

  • Stephen R. Haines

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