Ring-Closing Metathesis of Macrocyclic Compounds and Cross-Metathesis of Allyl Esters of Amino Acids Leading to Peptidominetics

Abstract

Abstract : The preparation of a dynamic combinatorial library of peptides using the cross-metathesis of allyl esters of amino acids was examined in a model study. This preliminary investigation employed Grubbs' second generation catalyst for the ring-closing metathesis of unique macrocyclic systems. An N-allyl lactam function, that was part of the large ring, was reacted with allyl esters of amino acids in a Cross-metathesis coupling. The reversibility of the reaction, the modified amino acids, and the dynamic biomimetic aspects were all of interest in this study On new types of cyclic peptidomimetics.