Synthesis of a novel 14-membered highly constrained cyclic peptidic scaffold

Christopher J. Arnusch, Roland J. Pieters

Research output: Contribution to journalArticlepeer-review

3 Scopus citations


The synthesis and NMR analysis of a novel highly constrained scaffold is described. The 14-membered macrocyclic ring structure was inspired by many medicinally relevant natural products that also contain the bi-aryl ether moiety. The synthesis required only commercially available starting materials and involved a base mediated SNAr cyclization. A conformational search was performed, which indicated a strong preference for a single conformation, which was consistent with observed ROE signals by NMR.

Original languageEnglish
Pages (from-to)4153-4156
Number of pages4
JournalTetrahedron Letters
Issue number21
StatePublished - 17 May 2004
Externally publishedYes


  • Bi-aryl ether
  • Cyclic peptide
  • SAR reaction


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