ISSN:
1573-9171
Keywords:
phosphinyl analog of α-ketoglutaric acid, a-ketocarboxylic acids
;
Phosphinotricin
;
keto-enol tautomerism
;
gem-diols
;
NMR spectroscopy
;
Z, E-isomers
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract It was shown by31P and13C NMR spectroscopy that methyl(3-carboxy-3-oxopropyl)phosphinic acid (4-methylhydroxyphosphinyl-2-oxobutyric acid) (1) and the amide (2) of the latter exist in keto forms in non-aqueous solutions. In aqueous solutions an equilibrium between the keto,gem-diol, and enol forms has been observed. The proportions of the diol and enol forms increase as the acidity of the media increases. Silylation of acid 1 with hexamethyldisilazane gives the tris(trimethylsilyl) derivative of enol form (3) (Z- andE-isomers).
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00699149
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