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Synthesis 2001; 2001(1): 0150-0154
DOI: 10.1055/s-2001-9758
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A Short Synthesis of γ-Amino Acids from Nitrones; Synthesis of Vigabatrin®

Christelle Dagoneau* , Axel Tomassini, Jean-Noël Denis, Yannick Vallée
  • *L.E.D.S.S., CNRS - Université Joseph Fourier, B. P. 53, 38041 Grenoble, France; Fax +33(4)76 51 43 82; E-mail: Yannick.Vallee§ujf-grenoble.fr
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Publication Date:
31 December 2001 (online)

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Treatment of the γ-N-hydroxylamino-α,β-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-γ-amino esters. This method has been applied to a synthesis of (S) and (R)-Vigabatrin®.

nitrones - γ-amino acids - Vigabatrin® - 3-lithiopropiolates

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