115510-91-3Relevant articles and documents
Highly enantioselective synthesis of heteroaromatic alcohols catalyzed by chiral diaminodiphosphine-ruthenium(II) complexes
Shen, Wei-Yi,Li, Yan-Yun,Dong, Zhen-Rong,Gao, Jing-Xing
, p. 2413 - 2417 (2009)
Chiral diaminodiphosphine-ruthenium(II) complexes were found to be excellent catalysts for the asymmetric transfer hydrogenation of heteroaromatic ketones in propan-2-ol. In the presence of potassium hydroxide, the enantioselective reduction of heteroaromatic ketones proceeded smoothly to give chiral alcohols with excellent enantiomeric excess (up to 97% ee) under mild conditions without reduction of the heterocycle. Georg Thieme Verlag Stuttgart.
Asymmetric reduction of ketones by biocatalysis using medlar (Mespilus germanica L) fruit grown in Algeria
Bennamane, Manhel,Zeror, Saousen,Aribi-Zouioueche, Louisa
, p. 327 - 332 (2014)
The biocatalytic reduction of ketones was performed using medlar fruit (Mespilus germanica L), which is grown in large amounts in Algeria. Experiments were performed using aqueous medium with fresh medlar. Prochiral heteroaryl ketones containing furan, thiophene, chroman, and thiochroman moieties were reduced with enantiomeric excess (ee) of up to 98%. High enantioselectivities have been observed especially for the bioreduction of tetralone 4 and thiochromanone 5 with ee of 89% and 98%, respectively. Bioreduction using different parts of medlar indicate that chromanone 6 was reduced with good asymmetric inductions 77% ee 85% whichever part of fruit was employed (whole, flesh, or juice) and medlar juice exhibited the best activity.
Candida viswanathii as a novel biocatalyst for stereoselective reduction of heteroaryl methyl ketones: A highly efficient enantioselective synthesis of (S)-α-(3-pyridyl)ethanol
Soni, Pankaj,Kaur, Gurmeet,Chakraborti, Asit K.,Banerjee, Uttam C.
, p. 2425 - 2428 (2005)
The enantioselective reduction of various heteroaryl methyl ketones, such as 2-, 3-, and 4-acetyl pyridines, 2-acetyl thiophene, 2-acetyl furan, and 2-acetyl pyrrole, was carried out with the resting cells of a novel yeast strain Candida viswanathii. Excellent results were obtained with acetyl pyridines. Moderate conversion took place with 2-acetyl thiophene, but no significant reduction was observed with 2-acetyl furan and 2-acetyl pyrrole. In the case of acetyl pyridines, the bioreduction was found to be sensitive toward the nature of substitution on the pyridine nucleus and the conversion followed the order 4-acetyl pyridine > 3-acetyl pyridine > 2-acetyl pyridine. Reduction of 3-acetyl pyridine with a high conversion (>98%) and excellent enantioselectivity (ee >99%) provided the biocatalytic preparation of (S)-α-(3-pyridyl)ethanol, a key intermediate of pharmacologically interesting alkaloids-akuamidine and heteroyohimidine. Finally, preparative scale reduction of 3-acetyl pyridine has been carried out with excellent yield (>85%) and almost absolute enantioselectivity (ee >99.9%).
Asymmetric aerobic oxidation of secondary alcohols catalyzed by poly(: N-vinyl-2-pyrrolidone)-stabilized gold clusters modified with cyclodextrin derivatives
Hirano, Koto,Takano, Shinjiro,Tsukuda, Tatsuya
, p. 15033 - 15036 (2019)
Surface modification of poly(N-vinyl-2-pyrrolidone)-stabilized gold clusters (1.8 ± 0.6 nm) with aminated cyclodextrins induced aerobic oxidative kinetic resolution of racemic secondary alcohols (krel = 1.2).
Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts
Oestreich, Martin,Seliger, Jan
, p. 247 - 251 (2020/10/29)
A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.
Tridentate nitrogen phosphine ligand containing arylamine NH as well as preparation method and application thereof
-
Paragraph 0095-0102; 0105-0109, (2021/06/26)
The invention discloses a tridentate nitrogen phosphine ligand containing arylamine NH as well as a preparation method and application thereof, and belongs to the technical field of organic synthesis. The tridentate nitrogen phosphine ligand disclosed by the invention is the first case of tridentate nitrogen phosphine ligand containing not only a quinoline amine structure but also chiral ferrocene at present, a noble metal complex of the type of ligand shows good selectivity and extremely high catalytic activity in an asymmetric hydrogenation reaction, meanwhile, a cheap metal complex of the ligand can also show good selectivity and catalytic activity in the asymmetric hydrogenation reaction, and is very easy to modify in the aspects of electronic effect and space structure, so that the ligand has huge potential application value. A catalyst formed by the ligand and a transition metal complex can be used for catalyzing various reactions, can be used for synthesizing various drugs, and has important industrial application value.
