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The tautomerism and stereochemistry of β-sulphinyl enamines

✍ Scribed by L. Kozerski; R. Kawęcki; E. Bednarek

Publisher
John Wiley and Sons
Year
1987
Tongue
English
Weight
372 KB
Volume
25
Category
Article
ISSN
0749-1581

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✦ Synopsis

The tautomeric equilibrium of P-sulphinyl enamines in solution and the stereochemistry of its components have been studied by 'H and I3C NMR. The parent aliphatic P-sulphinyl enamines bearing secondary alkylamino residues exist in two tautomeric forms in chloroform solution; the 2-enamine form always predominates over the E-imine form. a-Alkyl-substituted tertiary compounds exist in solution as a 4:l mixture of E and 2 isomers. NOE enhancements were measured in the two groups of compounds to confirm the stereochemical conclusions derived from the chemical shift interpretation.

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