Summary
6-Deoxy-6-fluoro-L-ascorbic acid has been synthesized in 5 steps starting from 2,3-4,6-di-O-isopropylidene-2-keto-L-gulonic acid.
Similar content being viewed by others
References
C. Heidelberger, N.K. Chaudhuri, P. Danneberg, D. Mooren, L. Griesbach, R. Duschinsky, R.J. Schnitzer, E. Pleven and J. Scheiner, Nature, Lond.179, 663 (1957).
J. Kollonitsch, S. Marburg and L.M. Perkins, J. org. Chem.44, 771 (1979).
A.B. Foster and J.H. Westwood, Rev. pure appl. Chem.35, 147 (1973).
L.S. Goodman and A. Gilman, in: The Pharmacological Basis of Therapeutics, 5th edn, p. 1491. Macmillan, New York 1975.
L. Evelyn and L.D. Hall, Carbohyd. Res.47, 285 (1976).
T. Reichstein and A. Grüssner, Helv. chim. Acta17, 311 (1934).
J. Kiss and H. Spiegelberg, Helv. chim. Acta47, 398 (1964).
The corresponding chloro-, bromo-, and iodo-derivatives of L-ascorbic acid have also been synthesized. See: Swiss patent No. 5741, 5. Mai 1975.
L.F. Johnson and W.C. Jankowski, Carbon-13 NMR Spectra. Wiley-Interscience, New York 1972.
Author information
Authors and Affiliations
Additional information
Dedicated to Professor Albert Szent-Györgyi, National Foundation for Cancer Research, Marine Biological Laboratory, Woods Hole, Massachusetts, on the occasion of his 85th birthday.
Rights and permissions
About this article
Cite this article
Kiss, J., Arnold, W. Synthesis of 6-deoxy-6-fluoro-L-ascorbic acid. Experientia 36, 1138–1139 (1980). https://doi.org/10.1007/BF01976086
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF01976086