287961-67-5Relevant academic research and scientific papers
Silicon-based lewis acid assisted cinchona alkaloid catalysis: Highly enantioselective aza-michael reaction under solvent-free conditions
Yang, Hua-Meng,Li, Li,Li, Fei,Jiang, Ke-Zhi,Shang, Jun-Yan,Lai, Guo-Qiao,Xu, Li-Wen
supporting information; experimental part, p. 6508 - 6511 (2012/02/04)
The study showed that a combination of an achiral silicon-based Lewis acid and chiral Lewis base, such as iodotrimethylsilane (TMSI) and cinchonine, generated a highly enantioselective catalyst system under solvent-free conditions which gave aromatic β-amino ketones with up to >99% ee. Mechanistic studies demonstrate the enhanced asymmetric induction may be due to the combined and competitive activation of acarbonyl moiety of chalcone with cinchonine and the silicon-based Lewis acid in the aza-Michael reaction.2011 American Chemical Society.
