Oxidative N-heterocyclic carbene-catalyzed γ-carbon addition of enals to imines: mechanistic studies and access to antimicrobial compounds

• Main Authors: Chi, Robin Yonggui, Su, Shihu, Jin, Zhichao, Zheng, Peng-Cheng, Cheng, Jiajia, Wang, Yu-Huang, Yang, Song, Jin, Lin-Hong, Song, Bao-An
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2015
• Subjects: DRNTU::Science::Chemistry::Organic chemistry
• Online Access: https://hdl.handle.net/10356/105282; http://hdl.handle.net/10220/25965; http://dx.doi.org/10.1002/chem.201501632
• Institution: Nanyang Technological University

The reaction mechanism of the γ-carbon addition of enal to imine under oxidative N-heterocyclic carbene catalysis is studied experimentally. The oxidation, γ-carbon deprotonation, and nucleophilic addition of γ-carbon to imine were found to be facile steps. The results of our study also provide high...