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Chemistry of Heterocyclic Compounds

, Volume 13, Issue 10, pp 1098–1104 | Cite as

Reaction of 2-methylene-3-oxoquinuclidine with nucleophilic reagents

  • V. Ya. Vorob'eva
  • V. A. Bondarenko
  • E. E. Mikhlina
  • K. P. Turchin
  • L. F. Linberg
  • L. N. Yakhontov
Article
  • 37 Downloads

Abstract

The salts and quaternary derivatives of 2-methylene-3-hydroxyquinuclidine readily add nucleophilic reagents because of the high polarity and polarizability of the carbon-carbon double bond, which are due to the overall electron-acceptor effect of the positively charged nitrogen atom and the carbonyl group. The double bond is substantially deactivated in the base, and the addition of nucleophilic reagents is hindered.

Keywords

Nitrogen Organic Chemistry Carbonyl Double Bond Nitrogen Atom 
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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Copyright information

© Plenum Publishing Corporation 1978

Authors and Affiliations

  • V. Ya. Vorob'eva
    • 1
  • V. A. Bondarenko
    • 1
  • E. E. Mikhlina
    • 1
  • K. P. Turchin
    • 1
  • L. F. Linberg
    • 1
  • L. N. Yakhontov
    • 1
  1. 1.S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry InstituteMoscow

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