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[2+4]-Cycloaddition reactions of methyl trifluoropyruvate trifluoroacetylimine

  • S. N. Osipov
  • A. F. Kolomiets
  • A. V. Fokin
Organic Chemistry

Abstract

Methyl trifluoropyruvate trifluoroacetylimine (I) reacts regioselectively with olefins to form dihydrooxazines (II)-(VII). In its reactions with 1,3-dienes, too, compound (I) exhibits properties of a 1,3-heterodiene rather than a dienophile. Acid hydrolysis of the synthesized oxazines results in their conversion to substituted α-amino-α-trifluoromethyltetrahydrofuran-2-ones (XII)-(XVI).

Keywords

Methyl Hydrolysis Acid Hydrolysis Cycloaddition Reaction Oxazine 
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 1991

Authors and Affiliations

  • S. N. Osipov
    • 1
  • A. F. Kolomiets
    • 1
  • A. V. Fokin
    • 1
  1. 1.A. N. Nesmeyanov Institute of Heteroorganic ChemistryAcademy of Sciences of the USSRMoscow

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