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Unsaturated acids and macrocyclic lactones

Communication 4. Diastereoisomeric 2,3-dihydroxy-2-methylpentanoic acids and their resolution into antipodes

  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    The configurations of cis- and trans-2-methyl-2-pentenoic acids were confirmed by physicochernical methods.

  2. 2.

    Stereospecific syntheses of threo- and erythro-(±)-2,3-dihydroxy-2-methylvaleric acids are described, and their resolution into antipodes was effected.

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Literature cited

  1. A. Lieben and S. Zeisel, Onatsch.4, 52 (1883).

    Google Scholar 

  2. A. A. Goldberg and R. P. Linstead, J. Chem. Soc. 1928, 2343.

  3. J. Cason and M. J. Kalm, J. Organ. Chem.19, 1947 (1954).

    Google Scholar 

  4. C. Asselineau and J. Asselineau, Bull. Chim. France(1960)1776.

  5. H. J. Lucas and A. N. Prater, J. Amer. Chem. Soc.59, 1682 (1937).

    Google Scholar 

  6. R. P. Linstead and G. J. May, J. Chem. Soc. 1927. 2565.

  7. R. Adams and B. L. van Duuren, J. Amer. Chem. Soc.75, 4631 (1953).

    Google Scholar 

  8. S. Stallberg-Stenhagen, Arkiv Kemi6, 537 (1954).

    Google Scholar 

  9. D. H. Hey, J. Chem. Soc. 1928, 2321.

  10. L. D. Bergel'son, É. V. Dyatlovitskaya, and V. V. Voronkova, Dokl. AN SSSR141, 84 (1961).

    Google Scholar 

  11. L. P. Kuhn, J. Amer. Chem. Soc.74, 2492 (1952).

    Google Scholar 

  12. M. M. Shemyakin, É. M. Bamdas, E. I. Vinogradova, D. P. Vitkovskii, M. A. Guberniev, V. N. Orekhovich, A. S. Khokhlov, Yu. B. Shvetsov, and L. A. Shchukina, Zh. obshch. khimii24, 2076 (1954).

    Google Scholar 

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Member of the staff of the Institute of Organic Chemistry and Biochemistry of the Czechoslovakian Academy of Sciences.

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Bergel'son, L.D., Dyatlovitskya, E.V., Tichy, M. et al. Unsaturated acids and macrocyclic lactones. Russ Chem Bull 11, 1525–1529 (1962). https://doi.org/10.1007/BF00907229

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  • DOI: https://doi.org/10.1007/BF00907229

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