Chemistry of Heterocyclic Compounds

, Volume 24, Issue 7, pp 778–782 | Cite as

Synthesis of enantiomers of 3′,4′-seco-2′-desoxythymidine

  • S. N. Mikhailov
  • E. V. Efimtseva


The glycosylation of 1,3,4-tri-O-benzoyl-2-desoxy-Β-D-ribopyranose by bis-trimethylsilylthymine in the presence of SnCl4 and F3CS02OSiMe3 was studied. It was shown that the stereo-selectivity and directivity of the reaction are dependent on the choice of catalyst. The 1-(2-desoxy-Β- and α-D-ribopyranosyl)-thymines obtained were converted into 3′,4′-seco-2′-desoxythymidines.


Organic Chemistry Thymine SnCl4 
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Copyright information

© Plenum Publishing Corporation 1989

Authors and Affiliations

  • S. N. Mikhailov
    • 1
  • E. V. Efimtseva
    • 1
  1. 1.Institute of Molecular BiologyAcademy of Sciences of the USSRMoscow

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