Heterocyclizations of 3-trifluoroacetyl-1-methyl-lactams With 1,4-bis-nucleophiles

Bouillon, JP.;Declercq, Jean-Paul;Wynants, C.;Janousek, Z.;Feneaudupont, J.;et.al.
(1994) Societes Chimiques Belges. Bulletin — Vol. 103, n° 5-6, p. 243-255 (1994)

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Authors
  • Bouillon, JP.
    Author
  • Declercq, Jean-PaulUCLouvain
    Author
  • Wynants, C.
    Author
  • Janousek, Z.
    Author
  • Tinant, BernardUCLouvain
    Author
  • Feneaudupont, J.
    Author
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Abstract
Heterocyclizations of 1,4-bis-nucleophiles with the new 3-trifluoroacetyl-lactams 1a-c differ from 1,2- or 1,3-bisnucleophiles since they proceed without opening of the lactam structure to give benzoxazolidines 4-6, benzothiazolidines 7-9 and benzimidazolidines 13 as mixtures of two disastereoisomers in various proportions. The structure and the absolute configuration of these heterocycles were established by X-Ray diffraction analysis and by comparison of F-19- and C-13-NMR data.
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Bouillon, JP., Declercq, J.-P., Wynants, C., Janousek, Z., Viehe, HG., Tinant, B., & Feneaudupont, J. (1994). Heterocyclizations of 3-trifluoroacetyl-1-methyl-lactams With 1,4-bis-nucleophiles. Societes Chimiques Belges. Bulletin, 103(5-6), 243-255. https://doi.org/10.1002/bscb.19941030511 (Original work published 1994)