The role of the Cl− anion as a templating agent for the synthesis of cyclopeptides was assessed through the preparation of three new homocyclolysines and other six cyclic peptides by head-to-tail lactamization. Isolated yields of products obtained by chloride-templating approach were considerably higher than those gained by a cation-promoted procedure, whereby, in some cases, only the anion-assisted synthesis yielded the desired cyclopeptides.
Chloride-Assisted Peptide Macrocyclization / N. Vidovic, ́.G. Horvat, D. Riva, T. Rinkovec, N. Cindro, V. Tomisič, G. Speranza. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 22:6(2020 Mar), pp. 2129-2134. [10.1021/acs.orglett.0c00036]
Chloride-Assisted Peptide Macrocyclization
N. Vidovic;G. Speranza
2020
Abstract
The role of the Cl− anion as a templating agent for the synthesis of cyclopeptides was assessed through the preparation of three new homocyclolysines and other six cyclic peptides by head-to-tail lactamization. Isolated yields of products obtained by chloride-templating approach were considerably higher than those gained by a cation-promoted procedure, whereby, in some cases, only the anion-assisted synthesis yielded the desired cyclopeptides.
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