Synthesis

A Short Synthesis of γ-Amino Acids from Nitrones; Synthesis of Vigabatrin®

C Dagoneau, A Tomassini, JN Denis, Y Vallée

Index: Dagoneau; Tomassini; Denis; Vallee Synthesis, 2001 , # 1 p. 150 - 154

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Citation Number: 16

Abstract

Abstract: Treatment of the gN-hydroxylamino-a, b-acetylenic esters, obtained by the reaction of nitrones with alkyl 3-lithiopropiolates, with H2 over Raney nickel, followed by in situ protection of the formed amines, gives N-Boc-g-amino esters. This method has been applied to a synthesis of (S) and (R)-Vigabatrin®. Key words: nitrones, g-amino acids, Vigabatrin,® 3- lithiopropiolates g-Aminobutyric acid (GABA) is a major neurotransmitter, known to have a ...