User menu

Accès à distance ? S'identifier sur le proxy UCLouvain

Spiroannelation reactions of 3-trifluoroacetyl- and other 3-acyl-1-methyl-lactams

Primary tabs

Bouillon, JP. Wynants, C. Janousek, Z. Viehe, HG.

3-Trifluoroacetyl- and other 3-acyl-1-methyl-lactams (1-5) undergo the Robinson annelation with alpha,beta-unsaturated ketones to produce spirocyclic cyclohexenones (6), their precursors hydroxycyclohexanones (7) or 3-acyl-3-oxobutyl-lactams (8) depending on the substitution.

Document type Article de périodique (Journal article) – Article de recherche
Publication date 1996
Language Anglais
Journal information "Journal fuer Praktische Chemie. Chemiker-Zeitung" - Vol. 338, no. 6, p. 538-543 (1996)
Peer reviewed yes
Publisher Johann Ambrosius Barth Verlag (Heidelberg)
issn 0941-1216
Publication status Publié
Affiliation UCL
Links
  1. Fluorine in Bioorganic Chemistry, J. Wiley & Sons, New York 1991;
  2. Welch, Tetrahedron, 43, 3123 (1987)
  3. Resnati, Tetrahedron, 49, 9385 (1993)
  4. Seebach, Angew. Chem,. Int. Ed., 29, 1320 (1990)
  5. Gawley, Synthesis, 1976, 777
  6. Jung, Tetrahedron, 32, 3 (1976)
  7. Tordeux, Synth. Comm., 21, 1243 (1991)
  8. B�gu�, Synth. Comm., 22, 573 (1992)
  9. Bouillon, Org. Prep. Proced. Int., 26, 249 (1994)
  10. Bouillon, Polish J. Chem., 68, 2315 (1994)
  11. PhD Thesis, Universite catholique de Louvain, Prof. H. G. Viehe, 1994
  12. Modern NMR Techniques for Chemistry Research, ed. by Pergamon Press 1987
  13. Two-Dimensional NMR methods for Establishing Molecular Connectivity, ed. by VCH, New York 1988
  14. Rance, Biochem. Biophys. Res. Commun., 117, 479 (1983)
  15. Mariona, Biochem. Biophys. Res. Commun., 117, 967 (1983)
Bibliographic reference Bouillon, JP. ; Wynants, C. ; Janousek, Z. ; Viehe, HG.. Spiroannelation reactions of 3-trifluoroacetyl- and other 3-acyl-1-methyl-lactams. In: Journal fuer Praktische Chemie. Chemiker-Zeitung, Vol. 338, no. 6, p. 538-543 (1996)
Permanent URL http://hdl.handle.net/2078.1/46978