Selective Chiral Diamine-bisoxazoline Iron(II) Catalysts for Pyrrolidine Formation via Intramolecular C(sp³)-H Amination of Aliphatic Azides.

ABSTRACT: The utilization of iron-catalyzed intramolecular C(sp³)-H amination starting from organic aliphatic azides, which are easily available precursors, represents a particularly promising route to synthesize sought-after N-heterocyclic motifs. While significant advances in achiral iron catalysis have been made by the field in recent years, we introduce here a new, highly reactive chiral diamine-bisoxazoline iron(II) system for asymmetric C-H amination with primary azides. The presence of two distinctly different chiral components, i.e., an atropisomeric binaphthyl-diamine backbone and two stereochemically identical oxazoline units, leads to the formation of four stereoisomers, which revealed distinctly different reactivity for the two sets of diastereomers available. Kinetic e

SUBMITTER: He Z 

PROVIDER: S-EPMC12679640 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature