139452-40-7Relevant articles and documents
Scandium(III) Triflate Catalyzed Direct Synthesis of N-Unprotected Ketimines
Hirazawa, Yoshinobu,Kadota, Tetsuya,Kondo, Yuta,Morimoto, Hiroyuki,Morisaki, Kazuhiro,Ohshima, Takashi
supporting information, p. 120 - 125 (2020/02/20)
N-Unprotected ketimines are useful substrates and intermediates for synthesizing valuable nitrogen-containing compounds, but their potential applicability is limited by the available synthetic methods. To address this issue, we report a scandium(III) triflate catalyzed direct synthesis of N-unprotected ketimines. Using commercially available reagents and Lewis acid catalysts, ketones were directly transformed into the corresponding N-unprotected ketimines in high yields with broad functional group tolerance, even in multigram scales. The reactions were readily applicable for one-pot synthesis of important compounds such as a glycine Schiff base without isolation of N-unprotected ketimine intermediates. Preliminary mechanistic studies to clarify the reaction mechanism are also described.
Enantioselective hydrogenation of N-H imines
Hou, Guohua,Gosselin, Francis,Li, Wei,McWilliams, J. Christopher,Sun, Yongkui,Weisel, Mark,O'Shea, Paul D.,Chen, Cheng-Yi,Davies, Ian W.,Zhang, Xumu
supporting information; experimental part, p. 9882 - 9883 (2009/12/06)
(Figure Presented) N-H ketoimines 3a-3v are readily prepared in high yield via organometallic addition to nitriles and isolated as corresponding bench-stable hydrochloride salts. Homogeneous asymmetric hydrogenation of unprotected N-H ketoimines 3a-3v usi