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

  • Organic Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

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).

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Heteroorganic Chemistry, Academy of Sciences of the USSR, Moscow

    S. N. Osipov, A. F. Kolomiets & A. V. Fokin

Authors
  1. S. N. Osipov
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  2. A. F. Kolomiets
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  3. A. V. Fokin
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1130–1133, May, 1991.

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Osipov, S.N., Kolomiets, A.F. & Fokin, A.V. [2+4]-Cycloaddition reactions of methyl trifluoropyruvate trifluoroacetylimine. Russ Chem Bull 40, 1011–1014 (1991). https://doi.org/10.1007/BF00961364

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  • DOI: https://doi.org/10.1007/BF00961364

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