Journal of fluorine chemistry

Synthesis of fluorinated glutamic acid derivatives via vinylalumination

PV Ramachandran, S Madhi, MJ O'Donnell

Index: Ramachandran, P. Veeraraghavan; Madhi, Sateesh; O'Donnell, Martin J. Journal of Fluorine Chemistry, 2007 , vol. 128, # 1 p. 78 - 83

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Citation Number: 5

Abstract

A variety of structural types of fluorinated allylic acetates, prepared by vinylalumination of fluorinated aldehydes, were reacted with the benzophenone imine of glycine tert-butyl ester to provide 4-(fluorobenzylidenyl)-and 4-(fluoroalkylidenyl) glutamic acid derivatives in 61– 96% yield. The 4-(4-fluorobenzylidenyl) glutamic acid derivative was hydrolyzed to give the 4-(4-fluorobenzylidenyl) pyroglutamate and then hydrogenated to the 4-(4-fluorobenzyl) ...

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