Chiral Biaryl N-Heterocyclic Carbene-Palladium Catalysts with Anagostic C-H<middle dot><middle dot><middle dot>Pd Interaction for Enantioselective Desymmetric C-N Cross-Coupling

被引：0

作者：

Han, Woosong ^{[1
]}

Ryu, Huijeong ^{[1
]}

Kang, Changmuk ^{[1
]}

Hong, Sukwon ^{[1
]}

机构：

[1] Gwangju Inst Sci & Technol, Dept Chem, Gwangju 61005, South Korea

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 46期

基金：

新加坡国家研究基金会;

关键词：

PI-ACCEPTOR PROPERTIES; MONOPHOSPHORUS LIGANDS; AMIDO COMPLEXES; INSIGHTS; SHIFTS; SALTS;

D O I：

10.1021/acs.orglett.4c03709

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel chiral biaryl imidazo[1,5-a]pyridine carbene-palladium complexes (ImPy-Pd) featuring an anagostic C-H<middle dot><middle dot><middle dot>Pd interaction and a C5-aryl substituent have been developed and successfully applied to the Pd-catalyzed enantioselective desymmetric C-N cross-coupling of malonamide derivatives, providing chiral 3,4-dihydroquinoline-2-ones with quaternary stereocenters in high yields (<= 99%) and enantioselectivities (<= 97:3 er). The chiral catalyst exerts stereocontrol by restricting the rotation of substituents around the metal center through anagostic interactions with sterically bulky substituents.

引用

页码：9891 / 9896

页数：6

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