501417-30-7Relevant academic research and scientific papers
Asymmetric direct aldol reactions catalyzed by chiral amine macrocycle-metal(ii) complexes under solvent-free conditions
Tanaka, Koichi,Asakura, Azusa,Muraoka, Toshihide,Kalicki, Przemyslaw,Urbanczyk-Lipkowska, Zofia
, p. 2851 - 2855 (2013)
Solvent-free asymmetric aldol reactions between cyclohexanone and 4-nitrobenzaldehyde using chiral amine macrocycle-metal(ii) complexes as catalysts in a ball mill afforded the anti-aldol product as the major isomer with up to 93% ee.
Homochiral bifunctional L-prolinamide- and L-bis-prolinamide-catalyzed asymmetric aldol reactions performed in wet solvent-free conditions
Anaya de Parrodi, Cecilia,Domínguez-Huerta, Alejandra,Hernández Pérez, Julio M.,Huelgas, Gabriela,Rojas Cabrera, Haydee,Sabala, Rocío,Somanathan, Ratnasamy,de la Higuera Macías, Maximiliano
supporting information, p. 22 - 36 (2020/12/04)
In this study, the novel bifunctional homochiral thiourea-L-prolinamides 1–4, tertiary amino-L-prolinamide 5, and bis-L-prolinamides 6 and 7 were prepared from enantiomerically pure (11R,12R)-11,12-diamino-9,10-dihydro-9,10-ethanoanthracene 8 and (11S,12S
Chiral proline sulfonamide bifunctional catalyst and preparation method and application thereof
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Paragraph 0097-0101, (2020/08/17)
The invention discloses a novel chiral sulfonamide bifunctional catalyst and a preparation method and application thereof. The catalyst comprises a compound A or a compound B. The molecular structureof the compound A is shown as a formula (I) which is des
Metal- And Covalent Organic Frameworks Threaded with Chiral Polymers for Heterogeneous Asymmetric Catalysis
Wu, Xiaowei,Han, Xing,Zhang, Jie,Jiang, Hong,Hou, Bang,Liu, Yan,Cui, Yong
supporting information, p. 3474 - 3479 (2019/07/08)
Porous metal-organic frameworks (MOFs) and covalent organic frameworks (COFs) were composited with homogeneous linear chiral copolymers threaded within the host cavity of MOFs/COFs, demonstrating a homogeneous catalytic domain within the heterogeneous mat
An efficient dynamic asymmetric catalytic system within a zinc-templated network
Serra-Pont, Anna,Alfonso, Ignacio,Solà, Jordi,Jimeno, Ciril
supporting information, p. 7970 - 7973 (2019/07/12)
Enhanced cooperativity leading to high catalytic activity and stereoselectivity has been achieved through a complex network of simple species interacting reversibly. This novel dynamic catalytic system relies on bipyridine-based organocatalytic ligands an
Evaluation of Amino Nitriles and an Amino Imidate as Organo?-catalysts in Aldol Reactions
Brown, Alexander J.,Clarke, Paul A.,Vagkidis, Nikolaos
supporting information, p. 4106 - 4112 (2019/10/28)
The efficiency of l -valine and l -proline nitriles and a tert -butyl?- l -proline imidate as organocatalysts for the aldol reaction have been evaluated. l -Valine nitrile was found to be a syn -selective catalyst, while l -proline nitrile was found to be anti -selective, and gave products in modest to good enantioselectivities. tert -Butyl l -proline imidate was found to be a very efficient catalyst in terms of conversion of starting reagents to products, and gave good anti -selectivity. The enantioselectivity of the tert -butyl l -proline imidate was found to be good to excellent, with products being formed in up to 94percent enantiomeric excess.
Design of New Amino Tf-Amide Organocatalysts: Environmentally Benign Approach to Asymmetric Aldol Synthesis
Lee, Hyo-Jun,Arumugam, Natarajan,Almansour, Abdulrahman I.,Kumar, Raju Suresh,Maruoka, Keiji
supporting information, p. 401 - 404 (2019/02/26)
A new type of optically pure primary amino aromatic Tf-amide organocatalyst can be easily prepared from 8-amino-1-tetralone, and its chemical behavior was investigated in the context of asymmetric aldol and Mannich reactions. Most notably, the asymmetric
A Versatile Metalloporphyrinic Framework Platform for Highly Efficient Bioinspired, Photo- and Asymmetric Catalysis
He, Wei-Long,Zhao, Min,Wu, Chuan-De
supporting information, p. 168 - 172 (2018/12/05)
Even though numerous bioinspired catalysts have been developed, there remain huge gaps between the artificial and natural catalysts, because it is very difficult to imitate simultaneously the complicated constituents, structures, and synergistic effect of enzymes. We report herein a versatile metalloporphyrinic framework platform, which exhibits high efficiency in bioinspired catalysis, photocatalysis, and asymmetric catalysis. The catalytic properties are highly dependent on the tunable constituents and their cooperation, and are significantly superior to the corresponding molecular catalyst systems which lack the synergistic effects. Since there are numerous functional moieties that can readily be incorporated into the metalloporphyrinic framework platform, a myriad of applications can be simply realized by embedding different functional moieties.
Synthesis of a new chiral organocatalyst derived from (S)-proline containing a 1,2,4-triazolyl moiety and its application in the asymmetric aldol reaction. Importance of one molecule of water generated in situ
Sánchez-Antonio, Omar,Juaristi, Eusebio
supporting information, (2019/09/16)
A simple and efficient preparation of a novel chiral derivative of (S)-proline containing a 1,2,4-triazolyl moiety is described. The high-yielding synthetic protocol includes the use of microwave irradiation to afford new chiral pyrrolidine derivatives in
Combining prolinamides with 2-pyrrolidinone: Novel organocatalysts for the asymmetric aldol reaction
Vlasserou, Ismini,Sfetsa, Maria,Gerokonstantis, Dimitrios-Triantafyllos,Kokotos, Christoforos G.,Moutevelis-Minakakis, Panagiota
, p. 2338 - 2349 (2018/04/06)
Peptides and especially prolinamides have been identified as excellent organocatalysts for the aldol reaction. The combination of prolinamides with derivatives bearing the 2-pyrrolidinone scaffold, deriving from pyroglutamic acid, led to the identification of novel organocatalysts for the intermolecular asymmetric aldol reaction. The new hybrids were tested both in organic and aqueous media. Among the compounds tested, 22 afforded the best results in petroleum ether, while 25 afforded the products in brine in high yields and selectivities. Then, various ketones and aldehydes were utilized and the products of the aldol reaction were obtained in high yields (up to 100%) with excellent diastereo- (up to 97:3 dr) and enantioselectivities (up to 99% ee).
