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Synlett 1999; 1999(6): 792-794
DOI: 10.1055/s-1999-2701
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Towards a Synthesis of Glucidic Phosphoenol Pyruvic Acid Derivatives

Philippe Coutrot* , Claude Grison, Mohamed Tabyaoui, Badia Tabyaoui, Stéphane Dumarçay
  • *Laboratoire de Chimie Organique 2, UMR CNRS 7565, INCM FR CNRS 1742, Université Henri Poincaré, Nancy I, B.P. 239, 54506 Vandoeuvre-lès-Nancy Cédex, France; Fax +33 03 83 91 23 93; E-mail: philippe.coutrot@incm.u-nancy.fr
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Publication Date:
31 December 1999 (online)

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Two synthetic routes are proposed to prepare phosphoenolpyruvate derivatives of xylose as models of potent phosphoenol pyruvate lyase inhibitors: a Perkow reaction between β-bromo-α-ketoester derivatives of xylose 4 and trimethylphosphite, and a new reaction between α-bromoglycidic ester derivatives of xylose 3 and trimethylphosphite.

phosphoenol pyruvic esters - dialdoxylose - β-bromo α-ketoesters - α-chloroglycidic esters - α-bromoglycidic esters - trimethylphosphite