A short and facile synthesis of vinylglycine derivatives

M. Bellassoued*, J. Grugier, P. Fromentin

Laboratoire de Synthèse Organométallique associé au CNRS, Université de Cergy-Pontoise,

5 Mail Gay Lussac, Neuville sur Oise, 95031 Cergy-Pontoise Cedex, France

* Corresponding author. Email: moncef.bellassoued@chim.u-cergy.fr

Received : 25 December 2003; revised version accepted :17 April 2004

Abstract

Trimethylsilyl g-silylated crotonates 1 smoothly react with NsONHCO2Et under basic conditions to give vinylglycine derivatives 2 in fairly good yields (65%). The reaction may proceed through addition of carbethoxynitrene to the double bond of the crotonate with subsequent elimination of the silyl group.

Keywords: Nitrene; Trimethylsilyl crotonate; Vinylglycine.

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