biostudies-literature00890Chen ZMNational Institute of General Medical Sciences7246-7250https://www.ebi.ac.uk/biostudies/studies/S-EPMC6685350biostudies-literatureUnknown10(30)A regioselective and enantioselective palladium-catalyzed relay Heck alkenylation of alkenylbenzene derivatives to construct remote stereocenters is disclosed. Various β-substituted styrenes were readily obtained in moderate yields with good to excellent levels of enantioselectivity. This strategy provides rapid access to enantioenriched δ, ε, ζ, and η-alkenyl aryl compounds from simple starting materials. Mechanistic studies suggest that termination of the relay reaction is controlled by affinity of the arene for the Pd complex during migration.Chemical sciencePalladium-catalyzed enantioselective alkenylation of alkenylbenzene derivatives.PMC6685350NIGMS R01GM063540Liu JDeLuca RJGuo JYSigman MSChen ZMLoch M89falsePalladium-catalyzed enantioselective alkenylation of alkenylbenzene derivatives.A regioselective and enantioselective palladium-catalyzed relay Heck alkenylation of alkenylbenzene derivatives to construct remote stereocenters is disclosed. Various β-substituted styrenes were readily obtained in moderate yields with good to excellent levels of enantioselectivity. This strategy provides rapid access to enantioenriched δ, ε, ζ, and η-alkenyl aryl compounds from simple starting materials. Mechanistic studies suggest that termination of the relay reaction is controlled by affinity of the arene for the Pd complex during migration.2019-01-01T00:00:00Z2019 Aug2024-02-14T20:06:49.209Z2019-10-11T07:03:01ZS-EPMC66853503158829310.1039/c9sc02380a