Synthesis of (E)-and (Z)-3-deuteriophosphoenolpyruvate

…, P Nanjappan, GC Hoops, RW Woodard

Index: Gore, Makarand P.; Nanjappan, Palaniappagownder; Hoops, Geoffrey C.; Woodard, Ronald W. Journal of Organic Chemistry, 1990 , vol. 55, # 2 p. 758 - 760

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Citation Number: 8

Abstract

(E)-3-deuterio-2-[(dimethoxyphosphinyl) oxy] propenoate (5b);(C) 7228 mixture of (Z)-4a and (E)-4b;(D) ethyl (Z)-3-bromo-2-[(dimethoxyphosphinyl) oxyJpropenoate(4a). The peak at 6= 7.29 ppm is the residual proton of CHCl, in the commercial CDC13 available by the enzymatic route described by Rose et al. 879 and the stereospecifically deuteriated analogues by an elegant synthesis reported by Bartlett. lo The Bartlett procedure, a rather ...