The 1-N-(methoxycarbonyl-2-phenylethyl) imino-2, 2, 2-trifluoroethanephosphonate systems are not stable enols of carboxylic esters

J Song, H Yamataka, Z Rappoport

Index: Song, Jinhua; Rappoport, Zvi; Yamataka, Hiroshi Journal of Fluorine Chemistry, 2003 , vol. 124, # 2 p. 119 - 122

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Abstract

In a recent paper in this journal it was suggested that 1-N-(1-methoxycarbonyl-2- phenylethyl) imino-2, 2, 2-trifluoroethanephosphonate systems 2, R: Et, n-Pr, i-Pr, n-Bu, synthesized according to Eq.(1), tautomerize completely to their stable carboxylic acid ester tautomers 3 [1]. The evidence for the enol of ester structures was the 1H NMR (CDCl3) OMe signals at δ ¼ 3.3 ascribed to vinyl-OMe, the low field signal at δ ¼ 8.3 ascribed to the OH ...