Asymmetric N-oxidation catalyzed by bisguanidinium dinuclear oxodiperoxomolybdosulfate.

ABSTRACT: N-oxides play a pivotal role in natural products and emerging drug design, while also serving as valuable ligand scaffolds in organometallic chemistry. Among heteroatom oxidations, the conversion of amines to N-oxides is a critical and challenging facet. We present here a highly enantioselective N-oxidation methodology for both cyclic and acyclic amines. The method employs an ion-pair catalyst comprising a chiral bisguanidinium [BG]²⁺ cation and an achiral oxodiperoxomolybdosulfate anion [(µ-SO₄)₂Mo₂O₂(µ-O₂)₂(O₂)₂]^2-. Notably, the bisguanidinium cation undergoes modification through silyl group incorporation and is elucidated by X-ray crystallography. Our findings underscore the cr

SUBMITTER: Wu W 

PROVIDER: S-EPMC11345438 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature