The Journal of organic chemistry

Synthesis of Monofluoro Analogs of Tri-and Dicarboxylic Acid Esters and of Fluorolactic Acid1a

LK Gottwald, E Kun

Index: Gottwald,L.K.; Kun,E. Journal of Organic Chemistry, 1965 , vol. 30, p. 877 - 879

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Citation Number: 8

Abstract

Diethyl a-hydroxy-P-fluoroglutarate (IV) was obtained in good yields by reduction of diethyl a- oxo-@-fluoroglutarate (111) with potassium borohydride. IIonofluorolactic acid (VI) was prepared from 4-fluoromet hyl-2, 2'-diniet hyl-2, 3-dioxalane, which upon acidic hydrolysis yields l-fluoropropane-2, 3-diol. This intermediate was oxidized to fluorolactic acid with nitric acid. A similar reaction route. was previously described by Bergniann18 except conditions ...