title: Site-Selective Reactions with Peptide-Based Catalysts.
abstract: The problem of catalyst-controlled site-selectivity can potentially require a catalyst to overcome energetic barriers larger than those associated with enantioselective reactions. This challenge is a signature of substrates that present reactive sites that are not of equivalent reactivity. Herein we present a narrative of our laboratory's efforts to overcome this challenge using peptide-based catalysts. We highlight the interplay between understanding the inherent reactivity preferences of a given target molecule and the development of catalysts that can overcome intrinsic preferences embedded within a substrate.
authors: Department of Chemistry, Yale University, 225 Prospect Street, New Haven, CT, 06520-8107, USA.
authors: Michael W
authors: MW
authors: Giuliano
authors: Department of Chemistry, Yale University, 225 Prospect Street, New Haven, CT, 06520-8107, USA. scott.miller@yale.edu.
authors: Scott J
authors: SJ
authors: Miller
mesh_terms: D002384:Catalysis; D004917:Erythromycin / Q000737:chemistry; D006020:Glycopeptides / Q000737:chemistry; D018942:Macrolides / Q000737:chemistry; D010084:Oxidation-Reduction; D010455:Peptides / Q000737:chemistry*; D010766:Phosphorylation; D011753:Pyrones / Q000737:chemistry
chemical_list: D006020:Glycopeptides; D018942:Macrolides; D010455:Peptides; D011753:Pyrones; C506738:apoptolidin A; D004917:Erythromycin
keywords: Asymmetric synthesis; Catalysis; Natural products; Peptides; Site-selective reactions