36283-44-0Relevant articles and documents
Mixtures of chiral monodentate phosphites, phosphonites and phosphines as ligands in Rh-catalyzed hydrogenation of N-acyl enamines: Extension of the combinatorial approach
Reetz, Manfred T.,Mehler, Gerlinde,Meiswinkel, Andreas
, p. 2165 - 2167 (2004)
Mixtures of BINOL-derived monodentate phosphites and phosphonites have been reacted with Rh-salts to form three (pre)catalysts, which are in equilibrium; two homo-combinations MLaLa and MLbL b as well as the het
Efficient dynamic kinetic resolution of secondary amines with Pd on alkaline earth salts and a lipase
Parvulescu, Andrei,De Vos, Dirk,Jacobs, Pierre
, p. 5307 - 5309 (2005)
Combination of Pd, supported on alkaline earth type supports with a lipase results in a selective catalytic system for dynamic kinetic resolution of benzylic amines. The Royal Society of Chemistry 2005.
Platinum-encapsulated zeolitically microcapsular catalyst for one-pot dynamic kinetic resolution of phenylethylamine
Shi, Jing,Li, Xiang,Wang, Quanrui,Zhang, Yahong,Tang, Yi
, p. 87 - 94 (2012)
The platinum-encapsulated zeolitically microcapsular catalyst, associated with the immobilized Candida antartica lipase B (Novozyme435), is successfully employed in the dynamic kinetic resolution of phenylethylamine. A conversion of 80% and a selectivity of 95% are achieved, and negligible loss of activity is detected even after reaction of 5 runs. It is found that the existence of the silicalite-1 shell not only effectively prevents the deactivation of both enzyme and Pt by isolating them in different regions of reaction system, but also significantly reduces the formation of by-products on the Pt nanoparticles within the protected space of zeolitic microcapsule. Such features of zeolitic shell should further promote the designing of various catalysts for multistep reaction network.
ASYMMETRIC SYNTHESIS OF N-ACETYL-PHENYLETHYLAMINE
Davies, Stephen G.,Newton, Roger F.,Williams, Jonathan M.J.
, p. 2967 - 2970 (1989)
The chromium tricarbonyl complex of the benzaldehyde acetale derived from R,R-butane-2,3-diol undergoes completely stereoselective displacement, with retention of configuration, of the pro-R acetal oxygen on treatment with titanium tetrachloride and trimethyl aluminum: A subsequent Ritter reaction releases the RR-butane-2,3-diol intact and generates stereospeciphically after decomplexation R-N-acetyl-phenylethylamine.
Challenging the major/minor concept in Rh-catalyzed asymmetric hydrogenation
Gridnev, Ilya D.,Imamoto, Tsuneo
, p. 2911 - 2915 (2015)
Herein, we provide evidence showing that the long-held major-minor concept for catalytic asymmetric reactions needs to be readdressed. The asymmetric hydrogenation of enamide 1 catalyzed by the chiral Rh(I) complex of (R,R)-BenzP quantitatively yields the
Homochiral Porous Framework as a Platform for Durability Enhancement of Molecular Catalysts
Sun, Qi,Dai, Zhifeng,Meng, Xiangju,Xiao, Feng-Shou
, p. 5720 - 5726 (2017)
Self-quenching and vulnerability of active sites are major issues posed for practical applications of highly efficient chiral organometallic catalysts. Here, we demonstrate an effective strategy to address these challenges by constructing them into homoch
Biocatalytic, Intermolecular C?H Bond Functionalization for the Synthesis of Enantioenriched Amides
Arnold, Frances H.,Athavale, Soumitra V.,Gao, Shilong,Hirschi, Jennifer S.,Liu, Zhen,Mallojjala, Sharath Chandra
supporting information, p. 24864 - 24869 (2021/10/15)
Directed evolution of heme proteins has opened access to new-to-nature enzymatic activity that can be harnessed to tackle synthetic challenges. Among these, reactions resulting from active site iron-nitrenoid intermediates present a powerful strategy to forge C?N bonds with high site- and stereoselectivity. Here we report a biocatalytic, intermolecular benzylic C?H amidation reaction operating at mild and scalable conditions. With hydroxamate esters as nitrene precursors, feedstock aromatic compounds can be converted to chiral amides with excellent enantioselectivity (up to >99 % ee) and high yields (up to 87 %). Kinetic and computational analysis of the enzymatic reaction reveals rate-determining nitrenoid formation followed by stepwise hydrogen atom transfer-mediated C?H functionalization.
Metal coordination compound, intermediate, preparation method and applications thereof
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Paragraph 0398-0403, (2020/05/01)
The invention discloses a metal coordination compound, an intermediate, a preparation method and applications thereof. According to the invention, the metal coordination compound represented by a formula I can be used as a catalyst for an asymmetric catalytic hydrogenation reaction to efficiently and catalytically synthesize a series of chiral beta-aryl amides with high optical purity (ee value ofmore than 99%) particularly to asymmetrically and catalytically hydrogenate a tetra-substituted alkenyl amide compound to synthesize a chiral amide with high optical purity (ee value of more than 60%), wherein the ligand bearing capacity (s/c) can reach 100000.
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.
Development of robust heterogeneous chiral rhodium catalysts utilizing acid?base and electrostatic interactions for efficient continuous-flow asymmetric hydrogenations
Saito, Yuki,Kobayashi, Shu
supporting information, p. 16546 - 16551 (2020/11/09)
Heterogeneous chiral Rh catalysts based on acid?base and electrostatic interactions have been developed. The robust catalysts demonstrate high activity and selectivity in the continuous-flow asymmetric hydrogenation of a wide variety of enamides and dehyd
