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Synthesis 1986; 1986(5): 424-426
DOI: 10.1055/s-1986-31665
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Electrochemical Decarboxylation of Hydroxyproline: A Simple Three-Step Conversion of (2S,4R)-4-Hydroxyproline to (R)-γ-Amino-β-hydroxybutanoic Acid (GABOB)

Philippe Renaud* , Dieter Seebach
  • *Laboratorium für Organische Chemie der Eidgenössischen Technischen, Hochschule, ETH-Zentrum, Universitätstrasse 16, CH-8092 Zürich, Switzerland
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Publikationsdatum:
27. September 2002 (online)

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A high yield conversion on preparative scale of (2S,4R)-N-acetyl-4-hydroxyproline (1) to (R)-GABOB (4) is reported. The key step of the synthesis is the electrochemical oxidative decarboxylation of 1.