Flexible Synthesis of 2-Deoxy-C-Glycosides and (1→2)-, (1→3)-, and (1→4)-Linked C-Glycosides


  • This work was supported by the German Research Foundation (DFG) and the Fonds der Chemischen Industrie (Emmy Noether Fellowship and Dozentenstipendium to D.B.W., Fonds-Doktorandenstipendium to D.C.K.). We thank Prof. Dr. Lutz F. Tietze for generous support of our work.


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Link! Two, three, four! A rapid and flexible synthesis of native (1→n)-linked C-disaccharides (n=2, 3, 4; left) is possible. The configuration of the pseudoanomeric carbon was readily established by an epoxidation/ring-opening sequence. The synthesis of (1→n)-linked 2-deoxy-C-disaccharides (right) with high diastereoselectivity follows an even shorter route.