Enantioselective Chan-Lam <i>S</i>-Arylation of Sulfenamides.

ABSTRACT: Sulfur-stereogenic molecules have a significant impact on drug development, but are underexplored largely due to our limited ability to construct such structures. Among them, sulfilimines are a class of chiral molecules bearing S(IV)-stereocenters, which exhibit great value in chemistry and biology but were synthetically intractable previously. We report a highly chemoselective and enantioselective Chan-Lam S-arylation of sulfenamides with arylboronic acids to deliver an array of thermodynamically disfavored diaryl and alkyl aryl sulfilimines containing a sulfur stereocenter. Though Chan-Lam coupling has been widely used to construct C-N, C-O and C-S bonds by coupling nucleophiles with boronic acids using copper complexes in academia and industry, control of the stereochemistry in t

SUBMITTER: Liang Q 

PROVIDER: S-EPMC12643117 | biostudies-literature | 2024 Sep

REPOSITORIES: biostudies-literature