260997-47-5Relevant academic research and scientific papers
Enantioselective and rapid Rh-catalyzed arylation of N -tosyl- and N -nosylaldimines in methanol
Chen, Chun-Chih,Gopula, Balraj,Syu, Jin-Fong,Pan, Jhih-Han,Kuo, Ting-Shen,Wu, Ping-Yu,Henschke, Julian P.,Wu, Hsyueh-Liang
, p. 8077 - 8085 (2015/03/18)
Enantiomerically enriched tosyl-protected diarylmethylamines were rapidly prepared by the asymmetric addition of arylboronic acids to N-tosylaldimines under mild conditions in the presence of a catalyst prepared in situ from Rh(I) and a chiral diene ligand. This methodology offers access to diarylmethylamines in good yields with excellent chiral purity at room temperature using MeOH as a solvent and NEt3 as a base. Its synthetic utility was demonstrated by the preparation of (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (14), an antagonist of the N-methyl-d-aspartate (NMDA) receptor.
Highly enantioselective synthesis of (diarylmethyl)amines by rhodium-catalyzed arylation of N-nosylimines using a chiral bicyclo[3.3.0]diene ligand
Wang, Li,Wang, Zhi-Qian,Xu, Ming-Hua,Lin, Guo-Qiang
experimental part, p. 3263 - 3267 (2010/11/18)
A highly efficient asymmetric arylation of N-nosylimines with arylboronic acids catalyzed by a rhodium-diene complex is described. A wide range of enantiopure (98-99% ee) N-(diarylmethyl)nosylamides, as well as (3S)-2-(4-nosyl)-3-phenylisoindolin-1-one, were obtained in high yields (83-99%) under very mild conditions. Georg Thieme Verlag Stuttgart New York.
Electronic and steric tuning of chiral diene ligands for rhodium-catalyzed asymmetric arylation of imines
Okamoto, Kazuhiro,Hayashi, Tamio,Rawal, Viresh H.
supporting information; experimental part, p. 4815 - 4817 (2009/12/08)
Rhodium-catalyzed asymmetric arylation of imines using electronically and sterically-modified chiral diene ligands gave the corresponding diarylmethylamines in high yield and with high enantioselectivity using just 0.3 mol% of catalyst.
C2-symmetric bicyclo[3.3.1]nonadiene as a chiral ligand for rhodium-catalyzed asymmetric arylation of N-(4-nitrobenzenesulfonyl)arylimines
Otomaru, Yusuke,Tokunaga, Norihito,Shintani, Ryo,Hayashi, Tamio
, p. 307 - 310 (2007/10/03)
(Chemical Equation Presented) Asymmetric synthesis of diarylmethylamines with high enantioselectivity (95-99percent ee) was realized by use of a new C 2-symmetric diene ligand, (1R,5R)-2,6-diphenylbicyclo[3.3.1]nona-2,6- diene (Ph-bnd*), for th
