Mechanistic study of enantioselective Pd-catalyzed C(sp³)-H activation of thioethers involving two distinct stereomodels.

ABSTRACT: Enantioselective C(sp³)-H activation has gained considerable attention from the synthetic chemistry community. Despite the intense interest in these reactions, the mechanisms responsible for enantioselection are still vague. In the course of the development of aryl thioether-directed C(sp³)-H arylation, we noticed extreme variation in sensitivity of two substrate classes to substituent effects of ligands and directing groups: whereas 3-pentyl sulfides (prochiral α-center) responded positively to substitution on ligands and directing groups, isobutyl sulfides (prochiral β-center) were entirely insensitive. Quantitative structure selectivity relationship (QSSR) analyses of directing group and ligand substitution and the development of a new class of mono-N-acetyl protec

SUBMITTER: Saint-Denis TG 

PROVIDER: S-EPMC9098185 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature