Carbene-catalyzed enantioselective oxidative coupling of enals and di(hetero)arylmethanes

• Main Authors: Chen, Qiao, Zhu, Tingshun, Majhi, Pankaj Kumar, Mou, Chengli, Chai, Huifang, Zhang, Jingjie, Zhuo, Shitian, Chi, Robin Yonggui
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2019
• Subjects: DRNTU::Science::Chemistry; Di(hetero)arylmethanes; N-heterocyclic Carbene
• Online Access: https://hdl.handle.net/10356/89312; http://hdl.handle.net/10220/47695
• Institution: Nanyang Technological University

Di(hetero)arylmethane is a unique structural motif for natural and synthetic functional molecules. To date, it remains challenging to functionalize the diaryl methyl sp3 carbon–hydrogen bond directly in an enantioselective manner. This is likely due to the relatively inert nature of the carbon–hydrogen bond and the difficult enantiofacial discrimination of two sterically similar aryl substituents. Here we disclose an N-heterocyclic carbene-catalyzed direct oxidative coupling of enals and di(hetero)arylmethanes. Our method allows for highly enantioselective transformation of diaryl methanes and quick access to benzimidazole fused lactams.