Three-component chemo-selective oxy-allylation of a-diazo carbonyl compounds: Access to a-ternary carboxylic esters

A synergistic Rh(II)/Pd(0) dual-catalyzed strategy that enabled three-component oxy-allylation of a-diazo esters, alcohols, and allylic benzoates was described. Trapping of active protic oxonium ylides with cat-alytic p-allyl Pd(II) intermediates was proposed for this reaction. More strikingly, water was also a suit-able partner in this reaction involving a different allylic migratory insertion of palladium-carbenes. These transformations provided straightforward access to various a-ternary allylated carboxylic esters using simple and readily available starting materials under redox-neutral conditions, in which two new C-O and C-C bonds were generated successively at the carbene center.CO 2022 Elsevier Inc. All rights reserved.