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

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

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 

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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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