Selective C-H Activation of Unprotected Allylamines by Control of Catalyst Speciation.

ABSTRACT: An outstanding challenge in the Pd-catalyzed functionalization of allylamines is the control of stereochemistry. Terminal alkenes preferentially undergo Heck-type reactions, while internal alkenes may undergo a mixture of Heck and C-H activation reactions that give mixtures of stereochemical products. In the case of unprotected allylamines, the challenge in achieving C-H activation is that facile in situ formation of Pd nanoparticles leads to preferential formation of trans rather than cis-substituted products. In this study we have demonstrated the feasibility of using mono-protected amino acid (MPAA) ligands as metal protecting groups to prevent aggregation and reduction, allowing the selective synthesis of free cis-arylated allylamines. This method complement

SUBMITTER: Landge VG 

PROVIDER: S-EPMC10653252 | biostudies-literature | 2023 Nov

REPOSITORIES: biostudies-literature