Stereoselective synthesis of macrocyclic peptides via a dual olefin metathesis and ethenolysis approach.

ABSTRACT: Macrocyclic compounds occupy an important chemical space between small molecules and biologics and are prevalent in many natural products and pharmaceuticals. The growing interest in macrocycles has been fueled, in part, by the design of novel synthetic methods to these compounds. One appealing strategy is ring-closing metathesis (RCM) that seeks to construct macrocycles from acyclic diene precursors using defined transition-metal alkylidene catalysts. Despite its broad utility, RCM generally gives rise to a mixture of E- and Z-olefin isomers that can hinder efforts for the large-scale production and isolation of such complex molecules. To address this issue, we aimed to develop methods that can selectively enrich macrocycles in E- or Z-olefin isomers using an R

SUBMITTER: Mangold SL 

PROVIDER: S-EPMC4618480 | biostudies-literature | 2015 Aug

REPOSITORIES: biostudies-literature