Communication 11. Reactions of sugar with ethyl (triphenylphosphoranylidene)acetate
  • N. K. Kochetkov
  • B. A. Dmitriev
Organic and Biological Chemistry


  1. 1.

    A general method was developed on the basis of the Wittig reaction for the synthesis of trans-2,3-dehydro-2,3-dideoxy aldonic acids, which are key compounds for the synthesis of higher sugars.

  2. 2.

    The Wittig reaction with unprotected monosaccharides is accompanied by the formation of a byproduct, whose structure was proved rigorously for the case of the condensation with D-galactose.

  3. 3.

    With the condensation of ethyl (triphenylphosphoranylidene)acetate with 2,3,4,6-tetra-O-acetyl-α-D-galaetopyranose taken as example it was shown that acetates of monosaccharides also react smoothly in the Wittig reaction with formation of partially acetylated trans-2,3-dehydro-2,3-dideoxy aldonic acids.



Acetate Sugar Ethyl Monosaccharide High Sugar 
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Copyright information

© Consultants Bureau 1966

Authors and Affiliations

  • N. K. Kochetkov
    • 1
  • B. A. Dmitriev
    • 1
  1. 1.Institute of the Chemistry of Natural ProductsAcademy of Sciences of the USSRUSSR

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