Syntheses of bottromycin derivatives via Ugi-reactions and Matteson homologations

Abstract

New bottromycin derivatives have been prepared using flexible Ugi and Matteson reactions. The Ugi reaction allows the fast and direct assembly of sterically hindered peptide fragments, while the Matteson homologation is excellently suited for the stereoselective synthesis of unusual amino acids like β-methylphenylalanine. Some of the new compounds show excellent activity against Streptococcus pneumoniae.