Secondary Cationic Interaction Driven Substrate Ligand Affinity for Pd(II)-Catalyzed Enantioselective C-H Activation of Ferrocenyl Amines DOI Creative Commons
Devendra Parganiha, Raviraj Ananda Thorat, Ashwini Dilip Dhumale

et al.

Published: July 29, 2024

Secondary amines as a directing group for C-H activation have limitations they are prone to undergo oxidation, allylic deamination, and β-hydride elimination. The fundamental challenge observed here is the competition between desired versus vulnerable β-C-H bond of secondary amine when substrate ligand affinity not strong enough. Herein, potential axially chiral NOBINAc revealed accelerate enantioselective PdII-catalyzed process ferrocenyl amines. Further, interaction cesium cation with sulfonate plays an impressive role in mitigating threat elimination via enhanced affinity. This approach resulted activation, intermolecular annulation, alkenylation allenes activated olefines, leading ferrocene fused tetrahydropyridines alkenylated up 70% yields 99:1 er.

Language: Английский

Secondary Cationic Interaction Driven Substrate Ligand Affinity for Pd(II)-Catalyzed Enantioselective C-H Activation of Ferrocenyl Amines DOI Creative Commons
Devendra Parganiha, Raviraj Ananda Thorat, Ashwini Dilip Dhumale

et al.

Published: July 29, 2024

Secondary amines as a directing group for C-H activation have limitations they are prone to undergo oxidation, allylic deamination, and β-hydride elimination. The fundamental challenge observed here is the competition between desired versus vulnerable β-C-H bond of secondary amine when substrate ligand affinity not strong enough. Herein, potential axially chiral NOBINAc revealed accelerate enantioselective PdII-catalyzed process ferrocenyl amines. Further, interaction cesium cation with sulfonate plays an impressive role in mitigating threat elimination via enhanced affinity. This approach resulted activation, intermolecular annulation, alkenylation allenes activated olefines, leading ferrocene fused tetrahydropyridines alkenylated up 70% yields 99:1 er.

Language: Английский

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