A Concise Formal Synthesis of (S)-Vigabatrin Based on Nitrone Umpolung

A Concise Formal Synthesis of (S)-Vigabatrin Based on Nitrone Umpolung

Abstract A short, formal synthesis of (S)-vigabatrin is described, from readily available 2,3-diprotected D-glyceraldehyde (5). The key step of this synthesis involves a samarium diiodide-induced reductive coupling of the corresponding nitrone with alkyl acrylates.

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Veröffentlicht in:Synlett 2003-08, Vol.2003 (10)
Hauptverfasser: Masson, Géraldine, Zeghida, Walid, Cividino, Pascale, Py, Sandrine, Vallée, Yannick
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Sprache:eng
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Zusammenfassung:Abstract A short, formal synthesis of (S)-vigabatrin is described, from readily available 2,3-diprotected D-glyceraldehyde (5). The key step of this synthesis involves a samarium diiodide-induced reductive coupling of the corresponding nitrone with alkyl acrylates.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2003-40824