Litcius/Paper detail

Regio- and Enantioselective Decarboxylative Allylic Benzylation Enabled by Dual Palladium/Photoredox Catalysis

Changhua Song, Hong‐Hao Zhang, Shouyun Yu

2022ACS Catalysis46 citationsDOI

Abstract

A decarboxylative allylic benzylation cocatalyzed by Pd/photoredox in a regio- and enantioselective manner has been achieved. Readily available aryl acetic acids are used as benzylic nucleophile equivalents without preactivation. This mild and atom-economical protocol expands the scope of coupling partners of allylic electrophiles. Vinyl epoxides could also go through this transformation smoothly, affording various chiral homoallylic alcohols bearing all-carbon quaternary stereocenters.

Topics & Concepts

Enantioselective synthesisStereocenterAllylic rearrangementChemistryElectrophileNucleophilePalladiumArylCatalysisOrganic chemistryCombinatorial chemistryDecarboxylationAlkylRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques