Enantioselective Reaction of N-Unprotected Activated Ketimines with Phosphine Oxides Catalyzed by Chiral Imidazoline-Phosphoric Acids
Kazuki Ogura, Itsuki Isozumi, Tsunayoshi Takehara, Takeyuki Suzuki and Shuichi Nakamura*
*Department of Life Science and Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan, Email: snakamurnitech.ac.jp
K. Ogura, I. Isozumi, T. Takehara, T. Suzuki, S. Nakamura, Org. Lett., 2022, 24, 8088-8092.
see article for more reactions
A bis(imidazoline)-phosphoric acid catalyzes an enantioselective hydrophosphonylation of ketimines with phosphine oxides to provide chiral α-quaternary aminophosphorous compounds having a primary amino group in excellent yields and enantioselectivities. Based on experimental results and DFT calculation, transition states were proposed to explain the stereoselectivity of the reaction.
see article for more examples