Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of β-Keto Ester

Xu, Qian; Gou, Wenchang; Dai, Pinli; Zhou, Xuan; Tian, Jie; Meng, Xin; Tian, Yu; Zhang, Lin; Li, Chun

doi:10.1021/acs.joc.3c02032

Cited by 2 publications

(1 citation statement)

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“…Recently, Li [85] et al reported the Ir-catalyzed asymmetric hydrogenation of β-keto esters 42 with Cinchona-alkaloid-derived P,N,N-ligands L12. The protocol for the preparation of β-hydroxy esters of opposite configuration by the simple conversion of ligand configurations offered further opportunities for the synthesis of biologically active molecules and drugs (Scheme 44).…”

Section: Asymmetric Hydrogenation Of Keto Estersmentioning

confidence: 99%

Chiral P,N,N‐Ligands for Asymmetric Hydrogenation

Liang,

Hou,

et al. 2024

Adv Synth Catal

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The chiral P,N,N‐ligands represented a new type of tridentate ligand developed in recent years and displayed wide utilities in asymmetric catalysis. In the past decades, numerous chiral P,N,N‐ligands with ferrocene, phenethylamine and spiro backbones were synthesized by addition of an aminopyridine, imidazole or diamines coordinating group. These chiral tridentate P,N,N‐ligands showed excellent performance in the ruthenium, iridium, manganese, or cobalt‐catalyzed asymmetric hydrogenations. A wide range of substrates, including simple ketones, α‐halogenated ketones, α‐hydroxy ketones, α‐ or β‐amino ketones, α‐, γ‐, or δ‐keto acids, α‐ or β‐keto amides, β‐ or δ‐keto esters, α‐ or β‐enones, olefins, imines, quinolines and indoles, could be hydrogenated to afford the corresponding chiral products with high yields and enantioselectivities. In this review, progress on the asymmetric hydrogenation of C=O, C=N, C=C bonds with chiral tridentate P,N,N‐ligands was summarized.

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Section: Asymmetric Hydrogenation Of Keto Estersmentioning

confidence: 99%