The synthesis of β-strand mimetic templates via regioselective 1,3-dipolar cycloaddition with vinylsulfone

Nobuhiro Fuchi, Takayuki Doi, Takeo Harada, Jan Urban, Bolong Cao, Michael Kahn, Takashi Takahashi

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)

Abstract

We have developed a practical synthetic route to constrained β-strand mimetic templates by regioselective 1,3-dipolar cycloaddition of azomethine imines with vinyl sulfone. A small library of β-strand mimetic templates was generated which include potent and selective inhibitors of serine proteases.

Original languageEnglish
Pages (from-to)1305-1308
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number7
DOIs
Publication statusPublished - 2001 Feb 12
Externally publishedYes

Keywords

  • 1,3-Dipolar cycloaddition
  • Peptidomimetics
  • Serine protease inhibitor
  • Vinyl sulfone

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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