Synthesis of Diverse Macrocyclic Peptidomimetics Utilizing Ring-Closing Metathesis and Solid-Phase Synthesis
The Journal of Organic Chemistry2004Vol. 69(4), pp. 1028–1037
Citations Over TimeTop 10% of 2004 papers
Anthony G. M. Barrett, Alan J. Hennessy, R. Le Vezouet, Panayiotis A. Procopiou, Peter W. Seale, S. Stefaniak, Richard J. Upton, Andrew J. P. White, David J. Williams
Abstract
The synthesis of a range of highly functionalized peptidomimetic macrocycles has been accomplished using ring-closing metathesis and enyne tandem cross-metathesis-ring-closing metathesis reactions. This approach gives access to rigidified macrocycles modeled on the structures of cyclic peptides and designed to be biologically stable. The potential for peripheral functionalization of these templates has been demonstrated using Diels-Alder reactions, palladium(0) coupling reactions, and amide formation both in the solution phase and using polymer-supported syntheses.
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