Stereoselective Construction of β-, γ-, and δ-Lactam Rings via Enzymatic C-H Amidation.

ABSTRACT: Lactam rings are found in many biologically active natural products and pharmaceuticals, including important classes of antibiotics. Given their widespread presence in bioactive molecules, methods for the asymmetric synthesis of these molecules, in particular through the selective functionalization of ubiquitous yet unreactive aliphatic C-H bonds, are highly desirable. In this study, we report the development of a novel strategy for the asymmetric synthesis of 4-, 5-, and 6-membered lactams via an unprecedented hemoprotein-catalyzed intramolecular C-H amidation reaction with readily available dioxazolone reagents. Engineered myoglobin variants serve as excellent biocatalysts for this transformation producing an array of β-, γ-, and δ-lactam molecules in high yields, with high enantioselect

SUBMITTER: Roy S 

PROVIDER: S-EPMC9882675 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature