Litcius/Paper detail

Asymmetric Synthesis of Planar Chiral Carbonitriles and Amines via Carbene-Catalyzed Kinetic Resolution

Ya Lv, Chengli Mou, Qian Liu, Liangzhen Shu, Yuanlin Cai, Xiaokang Lv, Zhichao Jin, Yonggui Robin

2024Organic Letters24 citationsDOI

Abstract

We have developed a catalytic method using chiral N-heterocyclic carbene (NHC) as the sole organic catalyst to synthesize planar chiral carbonitriles asymmetrically, resulting in optically pure, multifunctional compounds. The method demonstrates remarkable tolerance toward diverse substituents and substitution patterns through kinetic resolution (KR) or desymmetrization processes. The resulting optically pure planar chiral products hold significant potential for applications in asymmetric synthesis and antibacterial pesticide development.

Topics & Concepts

DesymmetrizationKinetic resolutionChemistryCatalysisCarbeneEnantioselective synthesisCombinatorial chemistryPlanar chiralityPlanarOptically activeOrganic chemistryComputer scienceComputer graphics (images)N-Heterocyclic Carbenes in Organic and Inorganic ChemistrySynthetic Organic Chemistry MethodsCatalytic Cross-Coupling Reactions