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Ligand-enabled palladium-catalyzed hydroesterification of vinyl arenes with high linear selectivity to access 3-arylpropanoate esters

Zhixin Deng, Sheng Han, Miaolin Ke, Yingtang Ning, Fen‐Er Chen

2022Chemical Communications21 citationsDOI

Abstract

Palladium-catalyzed linear-selective hydroesterification of vinyl arenes with alcohols enabled by diphosphine ligands derived from bis[2-(diphenylphosphino)ethyl]amides has been developed. A variety of 3-arylpropanoate esters were obtained in high yields and regioselectivity. The robustness of this methodology was further demonstrated by the efficient gram-scale synthesis of the ethyl 3-phenylpropanoate as a precursor to hydrocinnamic acid.

Topics & Concepts

ChemistryCatalysisRegioselectivityPalladiumSelectivityLigand (biochemistry)Combinatorial chemistryOrganic chemistryReceptorBiochemistryAsymmetric Hydrogenation and CatalysisSynthetic Organic Chemistry MethodsCatalytic C–H Functionalization Methods
Ligand-enabled palladium-catalyzed hydroesterification of vinyl arenes with high linear selectivity to access 3-arylpropanoate esters | Litcius