864754-30-3Relevant academic research and scientific papers
Modular prolinol chiral ligands for enantioselective addition of diethylzinc to aromatic aldehydes
Gou, Shaohua,Ye, Zhongbin,Feng, Mingming,Jiang, Wenchao
, p. 941 - 950 (2013/02/25)
Enantioselective addition of diethylzinc (ZnEt2) to a series of aromatic aldehydes was promoted using a modular prolinol chiral ligand, 2-(S)-2-(hydroxydiphenylmethyl)pyrrolidin-1-yl)methyl)-4-nitrophenol (1a), without using titanium complex. The catalytic system employing 15 mol% of 1a was found to promote the addition of diethylzinc to a wide range of aromatic aldehydes with electron-donating and electron-withdrawing substituents, giving up to 86% ee of the corresponding secondary alcohol under mild conditions.
Enantioselective addition of diethylzinc to aldehydes by chiral oxazolidine-titanium complex
Wu, Nan,Bo, Rongcheng,Zhang, Rongli,Jiang, Xi,Wan, Yu,Xu, Zhou,Wu, Hui
, p. 644 - 649 (2013/02/23)
A series of chiral oxazolidines derived from (1R, 2S)-cis-1-amino-2-indanol was found to be effective in promoting the asymmetric addition of diethylzinc to aldehydes. Among the ligands developed, it was found that ligand 1b in the presence of Ti(OiPr)4 yielded the highest enantioselectivities when it was applied in the catalytic asymmetric addition of diethylzinc to aldehydes (up to 91% ee).
Modular amino acid amide chiral ligands for enantioselective addition of diethylzinc to aromatic aldehydes
Gou, Shaohua,Ye, Zhongbin,Chang, Jing,Gou, Guangjun,Feng, Mingming
experimental part, p. 448 - 453 (2012/02/03)
Enantioselective addition of diethylzinc to a series of aromatic aldehydes was developed using a modular amino acid amide chiral ligand (2S)-3-phenyl-N-((R)-1-phenyl-ethyl)-2-(tosylamino)propanamide without using titanium complex. The catalytic system employing 10 mol% of 1g was found to promote the addition of diethylzinc (ZnEt2) to a wide range of aromatic aldehydes with electron-donating and electron-withdrawing substituents, giving up to 82% ee of the corresponding secondary alcohol under mild conditions.
Modular amino acids and β-amino alcohol-based chiral ligands for enantioselective addition of diethylzinc to aromatic aldehydes
Gou, Shaohua,Ye, Zhongbin,Gou, Guangjun,Feng, Mingming,Chang, Jing
experimental part, p. 110 - 116 (2012/06/18)
Enantioselective addition of diethylzinc to a series of aromatic aldehydes was developed using a modular amino acids and ${bf beta}$-amino alcohol-based chiral ligand (2R)-N-[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-3- phenyl-2-(tosylamino) propanamide (1f) without using titanium complex. The catalytic system employing 15 mol% of 1f was found to promote the addition of diethylzinc (ZnEt2) to a wide range of aromatic aldehydes with electron-donating and electron-withdrawing substituents, giving up to 97% ee of the corresponding secondary alcohol under mild conditions.
Enantioselective addition of diethylzinc to aromatic aldehydes catalyzed by Ti(IV) complexes of C2-symmetrical chiral BINOL derivatives
Gou, Shaohua,Judeh, Zaher M.A.
scheme or table, p. 281 - 283 (2009/04/11)
Enantioselective addition of diethylzinc to a series of aromatic aldehydes is developed using new chiral C2-symmetric ligand (S)-2,2′-(1,1′-binaphthyl-2,2′-diylbis(oxy))bis(methyl ene)bis(4-nitrophenol) (S)-2b. The catalytic system employing 10 mol % of (S)-2b and 120 mol % of Ti(OiPr)4 was found to promote the addition of diethylzinc to a wide range of aromatic aldehydes with electron-donating and electron-withdrawing substituents, giving up to 89% ee and up to 95% yield of the corresponding secondary alcohol under mild conditions.
