186296-23-1Relevant academic research and scientific papers
Synthesis of phospholane-phosphoramidite ligands and their application in asymmetric catalysis
Hammerer, Tim,Leitner, Walter,Franciò, Giancarlo
, p. 1583 - 1592 (2015)
A set of phospholane-phosphoramidite ligands, which possess four elements of chirality, has been synthesized through a modular diastereoselective process. The ligands were applied in the Rh-catalyzed asymmetric C =C hydrogenation of several functionalized olefins with enantioselectivities of up to 99 % ee and a turnover frequency of up to 12 000 h-1, in the Rh-catalyzed hydroformylation of vinyl arenes with enantioselectivities of up to 79 % ee, and in the Ir-catalyzed asymmetric C =N hydrogenation of different aryl imines with enantioselectivities of up to 79 % ee. New P,P′ hybrid ligands: A set of phospholane-phosphoramidites (quinaphoslane) with four elements of chirality are synthesized through a modular diastereoselective process and applied in the Rh-catalyzed hydrogenation of functionalized olefins with up to 99 % ee and a turnover frequency (TOF) of up to 12 000 h-1, in the Rh-catalyzed hydroformylation of vinyl arenes with regioselectivities of up to 99 % and up to 79 % ee, and in the Ir-catalyzed hydrogenation of imines with up to 79 % ee.
Highly air- and water-stable fluorinated ferrocenylphosphine-aminophosphine ligands and their applications in asymmetric hydrogenations
Li, Xingshu,Jia, Xian,Xu, Lijin,Kok, Stanton H. L.,Yip,Chan, Albert S. C.
, p. 1904 - 1908 (2005)
Air- and water-stable fluorinated ferrocenylphosphine-aminophosphine ligands have been synthesized and applied to the Rh-catalyzed asymmetric hydrogenation of enamides and α-dehydroamino acid derivatives. These reactions afforded the corresponding product
Highly enantioselective hydrogenation of enamides catalyzed by rhodium-monodentate phosphoramidite complex
Jia, Xian,Guo, Rongwei,Li, Xingshu,Yao, Xinsheng,Chan, Albert S.C
, p. 5541 - 5544 (2002)
The monodentate phosphoramidite ligand monophos was used in the Rh-catalyzed asymmetric hydrogenation of enamides to give high enantioselectivities (up to 96% ee).
Preparation method of optically pure 4-(1-amino) ethyl benzoate and salt thereof
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Paragraph 0109-0111, (2021/03/30)
The invention relates to a preparation method of of optically pure 4-(1-amino) ethyl benzoate and salt thereof. The method has the characteristics of low cost, environmental friendliness, high opticalpurity, simplicity and convenience in operation and easiness in industrial production.
New chiral ferrocene/indole-based diphosphine ligands for Rh-catalyzed asymmetric hydrogenation of functionalized olefins
Abbas, Zaheer,Ali, Aijaz,Hu, Xiang-Ping,Hu, Xin-Hu,Xu, You-Wei
supporting information, (2020/04/02)
Convenient synthesis of a new family of chiral ferrocene/indole-based diphosphine ligands, (Rc,Rp)-IndoFerroPhos (L), from (Sc,Rp)-PPFA and 2-(diphenylphosphino)indole has been described. These new ligands exhibited high efficiency in the Rh-catalyzed asymmetric hydrogenation of functionalized olefins including α-dehydroamino acid esters, α-enamides and dimethyl itaconate, in which up to >99% yield and 98% ee were achieved.
Diaza-Crown Ether-Bridged Chiral Diphosphoramidite Ligands: Synthesis and Applications in Asymmetric Catalysis
Luo, Yier,Ouyang, Guanghui,Tang, Yuping,He, Yan-Mei,Fan, Qing-Hua
, p. 8176 - 8184 (2020/07/15)
A small library of diaza-crown ether-bridged chiral diphosphoramidite ligands was prepared. In the rhodium-catalyzed asymmetric hydrogenation and hydroformylation reactions, these ligands exhibited distinct properties in catalytic activity and/or enantioselectivity. Hydrogenated products with opposite absolute configurations could be obtained in high yields with excellent ee values by utilizing (S,S)-L1 and (S,S)-L3, respectively. Meanwhile, the addition of alkali metal cations caused variations in catalytic outcomes, showing the supramolecular tunability of these Rh/diphosphoramidite catalytic systems.
Optimization of 2-alkoxyacetates as acylating agent for enzymatic kinetic resolution of chiral amines
Oláh, Márk,Kovács, Dániel,Katona, Gabriel,Hornyánszky, Gábor,Poppe, László
, p. 3663 - 3670 (2018/06/04)
In this study, the activity of acetic acid esters modified with electron withdrawing 2-alkoxy-groups was investigated as acylating agent in kinetic resolution (KR) of racemic amines. A homologous series of the isopropyl esters of four 2-alkoxyacetic acids (2-methoxy-, 2-ethoxy-, 2-propoxy- and 2-butoxyacetic acids) were prepared and investigated for enantiomer selective N-acylation, catalyzed by lipase B from Candida antarctica, under batch and continuous-flow conditions. In the first set of experiments, isopropyl 2-propoxyacetate showed the highest effectivity with all of the four racemic amines [(±)-1-phenylethylamine, (±)-4-phenylbutan-2-amine, (±)-heptan-2-amine and (±)-1-methoxypropane-2-amine] in the set enabling excellent conversions (≥46%) and enantiomeric excess values (ee ≥ 99%) with each amines in continuous-flow mode KRs under the optimized reaction conditions. In a second set of experiments, KRs of five additional amines – being substituted derivatives of (±)-1-phenylethylamine – further demonstrated the usefulness of isopropyl 2-propoxyacetate – being the best acylating agent in the first set of KRs – in KRs leading to (R)-N-propoxyacetamides with high ee values (≥99.8%).
Asymmetric Allylic Alkylation and Hydrogenation with Transition Metal Complexes of Diphosphite Ligands Based on (1S,2S)-Trans-1,2-cyclohexanediol
Pang, Zengbo,Tian, Mi,Li, Haifeng,Wang, Lailai
, p. 893 - 899 (2017/03/24)
Abstract: The preparation of new palladium complexes in situ that were composed of a series of chiral diphosphite ligands, which were derived from (1S,2S)-trans-1,2-cyclohexanediol, have been described. It was found that (1S,2S)-bis[(S)-1,1′-binaphthyl-2,
THERAPEUTIC INHIBITORY COMPOUNDS
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Page/Page column 228, (2015/07/16)
The invention provides compounds of Formula I and Formula II: A-B-C-D-E-F-G-J (I) C-D-E-F-G-J (II) wherein A, B, C, D, E, F, G, and J have any of the values defined in the specification, and salts thereof. The compounds are useful for inhibiting plasma kallikrein, and for treating a disease or condition in an animal where inhibition of plasma kallikrein is indicated.
Metallacrown ether catalysts containing phosphine-phosphite polyether ligands for Rh-catalyzed asymmetric hydrogenation - Enhancements in activity and enantioselectivity
Song, Feng-Tao,Ouyang, Guang-Hui,Li, Yong,He, Yan-Mei,Fan, Qing-Hua
supporting information, p. 6713 - 6719 (2016/02/18)
A new class of tunable metallacrown ether rhodium catalysts based on α,ω-(phosphine-phosphite) polyether ligands were prepared either by a template-induced method or by a nontemplate procedure. For the asymmetric hydrogenation of α-arylenamides with the a
