Computational exploration of copper catalyzed vinylogous aerobic oxidation of unsaturated compounds.

ABSTRACT: Selective oxidation is one of the most important and challenging transformations in both academic research and chemical industry. Recently, a highly selective and efficient way to synthesize biologically active γ-hydroxy-α,β-unsaturated molecules from Cu-catalyzed vinylogous aerobic oxidation of α,β- and β,γ-unsaturated compounds has been developed. However, the detailed reaction mechanism remains elusive. Herein, we report a density functional theory study on this Cu-catalyzed vinylogous aerobic oxidation of γ,γ-disubstituted α,β- and β,γ-unsaturated isomers. Our computational study unveils detailed mechanism for each elementary step, i.e. deprotonation, O₂ activation, and reduction. Besides, the origin of regioselectivity, divergent reactivities of substrates as well as reduci

SUBMITTER: Wang T 

PROVIDER: S-EPMC7809353 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature