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Reaction of methyl esters of fluorinated β-keto acids with hydroxyl-containing nucleophiles

  • A. N. Fomin
  • V. I. Saloutin
  • K. I. Pashkevich
  • D. V. Bazhenov
  • Yu. K. Grishin
  • Yu. A. Ustynyuk
Brief Communications

Conclusions

  1. 1.

    When hydroxyl-containing nucleophiles add to fluorinatedβ-keto esters they add to the enol form of the β-keto ester.

     
  2. 2.

    An increase in the length of the fluoroalkyl substituent from HCF2 to n-C4F9, and also an increase in the size of the hydroxyl-containing nucleophile substituent, both lead to a decrease in the amount of the adduct for the fluorinatedβ-keto esters when they are reacted with hydroxyl-containing nucleophiles.

     

Keywords

Methyl Ester Adduct Methyl Ester Enol 
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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Literature cited

  1. 1.
    K. I. Pashkevich, V. I. Saloutin, and I. Ya. Postovskii, Usp. Khim.,50, 325 (1981).Google Scholar
  2. 2.
    K. I. Pashkevich, A. N. Fomin, V. I. Saloutin, D. V. Bazhenov, and Yu. K. Grishin, Izv. Akad. Nauk SSSR, Ser. Khim., 1359 (1982).Google Scholar
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    F. Camps, J. Coll, A. Messequer, and A. Roca, Tetrahedron,33, 1637 (1977).Google Scholar
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    A. L. Henne, M. S. Newman, L. L. Quill, and R. N. Staniforth, J. Am. Chem. Soc.,69, 1819 (1947).Google Scholar

Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • A. N. Fomin
    • 1
    • 2
  • V. I. Saloutin
    • 1
    • 2
  • K. I. Pashkevich
    • 1
    • 2
  • D. V. Bazhenov
    • 1
    • 2
  • Yu. K. Grishin
    • 1
    • 2
  • Yu. A. Ustynyuk
    • 1
    • 2
  1. 1.Institute of Chemistry, Ural Scientific CenterAcademy of Sciences of the USSRSverdlovsk
  2. 2.M. V. Lomonosov Moscow State UniversityUSSR

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