American Chemical Society, Journal of Organic Chemistry, 5(81), p. 2143-2147, 2016
Full text: Download
A new family of pseudopeptidic macrocyclic compounds has been prepared involving an anion templated amide bond formation reaction at the macrocyclization step. Chloride anion was found to be the most efficient template in the macrocyclization process allowing obtaining improved macrocyclization yields with regards to the non-templated reaction. Data suggest a kinetic effect of the chloride template, providing an appropriate folded conformation of the open-chain precursor and reducing the energy barrier for the formation of the macrocyclic product.