926031-15-4Relevant academic research and scientific papers
The inexpensive additive N-methylmorpholine effectively decreases the equivalents of nucleophiles in the catalytic highly enantioselective arylation of aryl aldehydes
Wang, Pei,Liu, Yue,Zhang, Ya-Lun,Da, Chao-Shan
, p. 443 - 450 (2017)
Highly enantioselective arylation of aryl aldehydes catalyzed by (S)-H8-BINOL-Ti(Oi-Pr)2 complex in the presence of N-methylmorpholine (NMM) as an effective and inexpensive additive is described for the first time. We found high enan
Development of Chiral C2-Symmetric N-Heterocyclic Carbene Rh(I) Catalysts through Control of Their Steric Properties
Abadie, Marc-Antoine,Macintyre, Kirsty,Boulho, Cédric,Hoggan, Peter,Capet, Frédéric,Agbossou-Niedercorn, Francine,Michon, Christophe
, p. 536 - 543 (2019/01/14)
Chiral square-planar Rh(I) complexes based on new C2-symmetric NHC ligands have been synthesized selectively in a few steps as single diastereoisomers. These chiral precatalysts were applied to the asymmetric transfer hydrogenation of 1-phenylp
Synthesis of new benzimidazolium salts and their application in the asymmetric arylation of aldehydes
He, Wei-Ping,Zhou, Bi-Hui,Zhou, Ya-Li,Li, Xiang-Rong,Fan, Li-Mei,Shou, Hao-Wen,Li, Jie
supporting information, p. 3152 - 3155 (2016/07/06)
A series of novel chiral benzimidazolium salts, the precursor of N-heterocyclic carbene ligands, were designed and synthesized from 1,2-dibromobenzene. In situ prepared corresponding carbenes were tested in asymmetric Rh-catalyzed arylation of aromatic aldehydes, affording chiral diarylmethanols with high yields and moderate enantioselectivities.
Aryl bromides as inexpensive starting materials in the catalytic enantioselective arylation of aryl aldehydes: The additive TMEDA enhances the enantioselectivity
Yang, Yong-Xin,Liu, Yue,Zhang, Lei,Jia, Yan-E,Wang, Pei,Zhuo, Fang-Fang,An, Xian-Tao,Da, Chao-Shan
, p. 10696 - 10702 (2015/02/19)
We used aryl bromides as inexpensive starting materials to enantioselectively arylate aldehydes in one pot. Aryl bromides readily transfer aryls to aryllithiums with n-butyllithium, successively to triarylaluminums with aluminum chloride, and then to aryltitaniums with titanium isopropoxide. Finally aryltitaniums arylate aldehydes catalyzed by (S)-H8-BINOL-Ti(Oi-Pr)2 in excellent yields and enantioselectivities. The additive TMEDA evidently suppresses the racemic background reaction promoted by LiCl generated from salt metathesis. This procedure represents a cost-effective and operationally convenient method for enantioenriched diarylmethanols.
AlCl3and BDMAEE: A pair of potent reactive regulators of aryl grignard reagents and highly catalytic asymmetric arylation of aldehydes
Fan, Xin-Yuan,Yang, Yong-Xin,Zhuo, Fang-Fang,Yu, Sheng-Li,Li, Xiao,Guo, Qi-Peng,Du, Zhi-Xue,Da, Chao-Shan
experimental part, p. 7988 - 7991 (2010/08/22)
Figure Presented Cheap, energy-saving, and applicable: With the aid of AlCl3 and BDMAEE [2,2′-oxybis(N,N-dimethylethanamine)], a highly asymmetric catalytic addition of various aryl Grignard reagents to aldehydes was achieved under mild conditions with easily prepared (S)-H 8-BINOL and inexpensive commercially available Ti(OiPr)4 (see scheme), and the reaction could be easily scaled up with no loss of yield and enantioselectivity.
