Stereochemistry and conformation of amido-phosphonocyclohexene derivatives, assigned by NMR and X-ray diffraction analyses

Tinant, Bernard;Defacqz, Nathalie;Robiette, Raphaël;Touillaux, Roland;Marchand-Brynaert, Jacqueline
(2004) Phosphorus, Sulfur and Silicon and the Related Elements — Vol. 179, n° 2, p. 389-402 (2004)

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Authors
  • Tinant, BernardUCLouvain
    Author
  • Defacqz, NathalieUCLouvain
    Author
  • Author
  • Touillaux, RolandUCLouvain
    Author
  • Marchand-Brynaert, JacquelineUCLouvain
    Author
Abstract
Stereochemistry (absolute or relative) of four compounds have been established by x-ray diffraction analysis, namely: 3(R)-[4'(R)-(phenyl)oxazolidin-2-one-1-yl]-4(S)-dimethoxyphosphoryl-4-methoxycarbonyl- 1-cyclohexene (7), 3(R)-[4'-(R)-(phenyl)-oxazolidin-2-thione-1-yl]-4(S)dimethoxyphosphoryl-4-methoxycarbonyl-1-cyclohexene (8), methyl 1-dimethoxyphosphoryl-2-succinimido-3,4-epoxy-cyclohexane-l-carboxy- late (9), and 3-succinimido-4-methylcarbonyl-5-dimethoxyphosphoryl-1-cyclohexene (10). The ring conformations deduced from NMR analysis were thus fully confirmed.
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Tinant, B., Defacqz, N., Robiette, R., Touillaux, R., & Marchand-Brynaert, J. (2004). Stereochemistry and conformation of amido-phosphonocyclohexene derivatives, assigned by NMR and X-ray diffraction analyses. Phosphorus, Sulfur and Silicon and the Related Elements, 179(2), 389-402. https://doi.org/10.1080/10426500490262522 (Original work published 2004)