Synthesis of S-glycosyl primary sulfonamides.

@article{Lopez2009SynthesisOS,
  title={Synthesis of S-glycosyl primary sulfonamides.},
  author={Marie Lopez and Nicolas Drillaud and Laurent F. Bornaghi and S K Poulsen},
  journal={The Journal of organic chemistry},
  year={2009},
  volume={74 7},
  pages={2811-6}
}
The synthesis of S-glycosyl sulfonamides wherein the primary sulfonamide functional group (-SO(2)NH(2)) is directly attached to the anomeric position of a carbohydrate moiety is reported. Our general approach consists of first introducing a thioacetate group at the anomeric center of a per-O-acetylated sugar derivative. From this follows formation of a glycosyl sulfenamide (sugar-SNR(2)), oxidation of the sulfenamide to give a glycosyl N-protected sulfonamide (sugar-SO(2)NR(2)), and removal of… CONTINUE READING

From This Paper

Figures, tables, and topics from this paper.
8 Citations
2 References
Similar Papers

Citations

Publications citing this paper.
Showing 1-8 of 8 extracted citations

References

Publications referenced by this paper.
Showing 1-2 of 2 references

Protecting Groups, 2nd ed.; Thieme: Stuggart

  • P. J. Kocienski
  • 2000

Burger's Medicinal Chemistry and Drug Discovery, 5th ed.; Wollf

  • N. Anand
  • New York,
  • 1996

Similar Papers

Loading similar papers…