Computational Analysis of Enantioselective Pd-Catalyzed α-Arylation of Ketones.

ABSTRACT: The direct α-arylation of carbonyl compounds emerged over the last two decades as a straightforward method for the formation of C(sp³)-C(sp²) bonds. Mechanistic studies suggested a classical cross-coupling catalytic cycle. This consists of oxidative addition of the aryl halide (ArX) to the Pd(0)-catalyst, transmetallation of the Na- or K-enolate generated in situ, and subsequent reductive elimination. Even though the general reaction mechanism was thoroughly investigated, studies focusing on enantioselective variants of this transformation are rare. Here, the computational study of the [Pd(BINAP)]-catalyzed α-arylation of 2-methyltetralone with bromobenzene is reported. The whole reaction energy profile was computed and several mechanistic scenarios were invest

SUBMITTER: Orlandi M 

PROVIDER: S-EPMC8009508 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature