STEREOCHEMISTRY AND CONFORMATION OF AMIDO-PHOSPHONOCYCLOHEXENE DERIVATIVES, ASSIGNED BY NMR AND X-RAY DIFFRACTION ANALYSES

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-me...

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Bibliographic Details
Published in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 2004-02, Vol.179 (2), p.389-402
Main Authors: Tinant, Bernard, Defacqz, Nathalie, Robiette, Raphaël, Touillaux, Roland, Marchand-Brynaert, Jacqueline
Format: Article
Language:English
Subjects:
Amido-phosphonic derivative
asymmetric synthesis
conformational analysis
Diels-Alder reaction
NMR analysis
x-ray structure
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Summary: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 1dimethoxyphosphoryl-2-succinimido-3,4-epoxy-cyclohexane-1-carboxylate (9), and 3-succinimido-4-methylcarbonyl-5-dimethoxyphosphoryl-1-cyclohexene (10). The ring conformations deduced from NMR analysis were thus fully confirmed.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426500490262522