Stereoselective Palladium-Catalyzed Decarboxylative γ‑Arylation of Acyclic β,γ-Unsaturated Carboxylic Acids

2017-03-23T15:04:01Z (GMT) by Ina Scheipers Eva Koch Armido Studer
Palladium-catalyzed γ-arylation of acyclic β,γ-unsaturated carboxylic acids with various aryl iodides is reported. The cascade comprises a decarboxylative γ-palladation of β,γ-unsaturated α,α′-disubstituted carboxylic acids and subsequent C­(sp<sup>2</sup>)–C­(sp<sup>3</sup>) bond formation to provide diaryl vinyl methanes in moderate to good yields and high <i>E</i>/<i>Z</i>-selectivities. Reaction with an enantiomerically pure acid revealed that the process occurs with high stereospecificity.