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X-ray Structures of Endo and Exo Isomers of 6-tert-butyl-2-piperidone-4,5-(n-phenyldicarboximide)

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Tinant, Bernard [UCL] Declercq, Jean-Paul [UCL] Feneau-Dupont, J. [UCL] Nshimyumukiza, Prosper [UCL]

The configuration of the two isomers obtained by the Diels-Alder reaction of the 2-azadiene 1 with N-phenylmaleimide II (scheme) is established by X-ray diffraction: The cycloaddition takes place with a high endo selectivity. The geometry of the two isomers is similar and the piperidone ring has a twist conformation in both molecules

Document type Article de périodique (Journal article) – Article de recherche
Publication date 1993
Language Anglais
Journal information "Societes Chimiques Belges. Bulletin" - Vol. 102, no. 10, p. 631-634 (1993)
Peer reviewed yes
Publisher Soc Chimique Belgique (Brussels)
issn 0037-9646
Publication status Publié
Affiliation UCL
Links
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  2. Bayard, Tetrahedron Lett., 29, 6115 (1988)
  3. Sheldrick G. M., Phase annealing in SHELX-90: direct methods for larger structures, 10.1107/s0108767390000277
  4. Sheldrick, SHELX 76. Program for crystal structure determination (1976)
  5. Sheldrick , G. M. 1993 J. Appl. Cryst.
  6. Motherwell, PLUTO. Program for plotting molecular and crystal structures (1978)
  7. Duax, Topics in Stereochemistry, 9, 271 (1976)
Bibliographic reference Tinant, Bernard ; Declercq, Jean-Paul ; Feneau-Dupont, J. ; Nshimyumukiza, Prosper. X-ray Structures of Endo and Exo Isomers of 6-tert-butyl-2-piperidone-4,5-(n-phenyldicarboximide). In: Societes Chimiques Belges. Bulletin, Vol. 102, no. 10, p. 631-634 (1993)
Permanent URL http://hdl.handle.net/2078.1/49086