The biosynthesis of glycopeptide antibiotics such as vancomycin and other biologically active biaryl-bridged and diaryl ether-linked macrocyclic peptides includes key enzymatic oxidative phenol macrocyclization(s) of linear precursors. However, a simple and step-economical biomimetic version of this transformation remains underdeveloped. Here, we report highly efficient conditions for preparing biaryl-bridged and diaryl ether-linked macrocyclic peptides based on multicopper(II) clusters.
View Article and Find Full Text PDFA novel type of chiral redox disulfonate iron complex for asymmetric catalysis is reported. The [Fe(()-BINSate)] (BINSate = 1,1'-binaphthalene-2,2'-disulfonate) complex effectively promotes the enantioselective oxidative cross-coupling between 2-naphthols () and 2-aminonaphthalene derivatives (), affording optically enriched ()-2-amino-2'-hydroxy-1,1'-binaphthyls (NOBINs) with exceptional yields and enantioselective ratios (up to 99% yield and 96:4 er). The [Fe(()-BINSate)] catalyst was designed as a chiral version of FeCl with multicoordination sites available for binding the two coupling partners and as well as the oxidant.
View Article and Find Full Text PDFHybridogenesis in an interspecific hybrid frog is a coupling mechanism in the gametogenic cell line that eliminates the genome of one parental species with endoduplication of the remaining genome of the other parental species. It has been intensively investigated in the edible frog (RL) a natural hybrid between the marsh frog (RR) and the pool frog (LL). However, the genetic mechanisms involved remain unclear.
View Article and Find Full Text PDFThe selective FeCl-catalyzed oxidative cross-coupling reaction between phenols and primary, secondary, and tertiary 2-aminonaphthalene derivatives was investigated. The generality of this scalable method provides a sustainable alternative for preparing ,-biaryl compounds that are widely used as ligands and catalysts. Based on a comprehensive kinetic investigation, a catalytic cycle involving a ternary complex that binds to both the coupling partners and the oxidant during the key oxidative coupling step is postulated.
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