Pyridyloxy-Directed, Pd(II)-Catalyzed Late-Stage C(sp2)-H Alkynylation and Olefination of Tyrosine Oligopeptides.

Abstract

Peptides and peptidomimetics have gained increasing interest as therapeutics due to their unique properties as small molecules and proteins. Herein, we report the pyridyloxy-directed Pd (II)-catalyzed C(sp2)-H alkynylation and olefination of tyrosine residues in peptides with high chemo- and site-selectivity. This method achieved the functionalization of tyrosine at any position of the amino acid for alkynylation and olefination. Furthermore, this approach can be used to synthesize peptide-biomolecule conjugates.