A regioselectivity switch in Pd-catalyzed hydroallylation of alkynes.

ABSTRACT: By exploiting the reactivity of a vinyl-Pd species, we control the regioselectivity in hydroallylation of alkynes under Pd-hydride catalysis. A monophosphine ligand and carboxylic acid combination promotes 1,5-dienes through a pathway involving isomerization of alkynes to allenes. In contrast, a bisphosphine ligand and copper cocatalyst favor 1,4-dienes via a mechanism that involves transmetalation. Our study highlights how to access different isomers by diverting a common organometallic intermediate.

SUBMITTER: Ji DW 

PROVIDER: S-EPMC6598511 | biostudies-literature | 2019 Jul

REPOSITORIES: biostudies-literature