A Transient Directing Group Strategy Enables Enantioselective Multicomponent Organofluorine Synthesis.

ABSTRACT: The vicinal fluorofunctionalization of alkenes represents an expedient strategy for converting feedstock olefins into valuable fluorinated molecules and as such has garnered significant attention from the synthetic community; however, current methods remain limited in terms of scope and selectivity. Here we report the site-selective palladium-catalyzed three-component coupling of alkenylbenzaldehydes, arylboronic acids, and N-fluoro-2,4,6-trimethylpyridinium hexafluorophosphate facilitated by a transient directing group. The synthetically enabling methodology constructs vicinal stereocenters with excellent regio-, diastereo-, and enantioselectivities, forging products that map onto bioactive compounds.

SUBMITTER: Liu Z 

PROVIDER: S-EPMC8222155 | biostudies-literature | 2021 Jun

REPOSITORIES: biostudies-literature