Synthesis of a naturally occurring diene-containing amino acid and its glutamyl dipeptide via n-acyliminium ion chemistry

Authors
Publication date 2008
Journal European Journal of Organic Chemistry
Pages (from-to) 914-924
Organisations
  • Faculty of Science (FNWI) - Van 't Hoff Institute for Molecular Sciences (HIMS)
Abstract The syntheses of the naturally occurring unusual unsaturated amino acid (S)-2-amino-3-methylene-4-pentenoic acid and the corresponding gamma-glutamyl dipeptide are described. Key steps are an N-acyliminium ion addition using allenyhnethylsilane as nucleophile and an enzymatic resolution mediated by the L-aminopeptidase from Pseudomonas putida.
Document type Article
Published at https://doi.org/10.1002/ejoc.200701016
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