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Monosaccharides

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

Conclusions

  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.

     

Keywords

Acetate Sugar Ethyl Monosaccharide High Sugar 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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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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