Biocatalytic Enantioselective Oxidation of <i>N</i>-Acyl-<i>S</i>-Methyl Sulfenamides for the Asymmetric Synthesis of <i>S</i>-Methyl Sulfoximines.

ABSTRACT: Enantioenriched sulfinamides serve as key intermediates for the asymmetric synthesis of sulfoximines and other S(VI) pharmacophores. Enantioselective biocatalytic oxidation of an S-methyl sulfenamide to the corresponding S-methyl sulfinamide proceeds in good yield and >99:1 er. Its utility as a key chiral intermediate was demonstrated by stereoretentive S-arylation and S-alkylation as well as by the asymmetric synthesis of two S-methyl sulfoximine drug candidates, with S-methyl substitution notably present in most sulfoximine clinical candidates.

SUBMITTER: Patel S 

PROVIDER: S-EPMC12797327 | biostudies-literature | 2026 Jan

REPOSITORIES: biostudies-literature