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Synthesis of retro-inverso peptides employing isocyanates of N α -Fmoc-amino acids/peptide acids catalyzed by DMAP

Tetrahedron Letters, ISSN: 0040-4039, Vol: 47, Issue: 51, Page: 9139-9141
2006
  • 17
    Citations
  • 0
    Usage
  • 9
    Captures
  • 0
    Mentions
  • 0
    Social Media
Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    17
    • Citation Indexes
      17
  • Captures
    9

Article Description

The Goldschmidt–Wick type reaction between isocyanates of N α -Fmoc-amino acids/peptide acids and N α -Boc-/Z-/Bsmoc-amino acids catalyzed by DMAP leads to the incorporation of a reversed peptide bond. It was found to be a simple, efficient and clean reaction. All the retro-inverso peptides made were obtained as crystalline compounds in 70–92% yields.

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