Macrocyclization of linear peptide precursors using the Petasis borono-Mannich reaction affords a diverse range of macrocycles with an endocyclic amine. Analysis of the corresponding macrocyclic structures underscores that the hydrogen bond between an endocyclic amine and the adjacent amide NH is a powerful control element for conformationally homogenous peptide macrocycles.
A. Yamaguchi, S. J. Kaldas, S. D. Appavoo, D. B. Diaz and A. K. Yudin, Chem. Commun., 2019, 55, 10567 DOI: 10.1039/C9CC05934B
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