75991-52-5Relevant academic research and scientific papers
Chiral Imidazolidin-4-one with catalytic amount of Dicationic ionic liquid act as a recoverable and reusable Organocatalyst for asymmetric Diels-Alder reaction
Deepa,Yadav, Geeta Devi,Chaudhary, Pooja,Aalam, Mohd Jubair,Meena, Dhan Raj,Singh, Surendra
, p. 64 - 72 (2019/11/20)
Imidazolidin-4-one is used as a recoverable organocatalyst for the asymmetric Diels-Alder reaction in the presence of catalytic amount of dicationic ionic liquid and trifluoroacetic acid as a co-catalyst. The Diels-Alder reaction between model substrate cyclopentadiene and crotonaldehyde gave the product in 95% conversion and 87% ee of the endo-product. The catalyst was shown better reusability when the 20?mol% of dicationic ionic liquid was used and catalyst was reused upto 5 cycles, conversion remains upto 3 recycles but ee of endo-9 was slightly droped.
From Immobilization to Catalyst Use: A Complete Continuous-Flow Approach Towards the Use of Immobilized Organocatalysts
de Oliveira, Pedro H. R.,da S. Santos, Bruno M.,Le?o, Raquel A. C.,Miranda, Leandro S. M.,San Gil, Rosane A. S.,de Souza, Rodrigo O. M. A.,Finelli, Fernanda G.
, p. 5553 - 5561 (2019/11/03)
The combination of chiral supported-organocatalysts and flow chemistry promotes the sustainable production of enantioenriched compounds providing a very powerful tool for chemical and pharmaceutical industries. However, the rapid deactivation of these cat
Synthesis of MacMillan catalyst modified with ionic liquid as a recoverable catalyst for asymmetric Diels-Alder reaction
Chauhan, ManMohan Singh,Kumar, Pramod,Singh, Surendra
, p. 52636 - 52641 (2015/06/25)
MacMillan catalyst was modified with imidazolium ionic liquid by ester linkage and acts as recoverable and reusable catalyst for asymmetric Diels-Alder reactions. A Diels-Alder reaction between cyclopentadiene and crotonaldehyde was carried out using MacMillan catalyst modified with ionic liquid (5 mol%) using trifluoroacetic acid (5 mol%) as co-catalyst in acetonitrile-water (95 : 5) at room temperature, to give 94% conversion of Diels-Alder adduct with exo/endo (1 : 1.1) and 90% ee of endo product. The catalyst was recovered and reused up to 5 cycles with a slight decrease in ee and product conversion.
A general approach for preparation of polymer-supported chiral organocatalysts via acrylic copolymerization
Kristensen, Tor E.,Vestli, Kristian,Jakobsen, Martin G.,Hansen, Finn K.,Hansen, Tore
supporting information; experimental part, p. 1620 - 1629 (2010/04/29)
(Figure Presented) Polymer-supported chiral organocatalysts, as well as most other forms of immobilized catalysts, are traditionally prepared by a postmodification approach where modified catalyst precursors are anchored onto prefabricated polymer beads. Herein, we report an alternative and more scalable approach where polymer-supported chiral enamine and iminium organocatalysts are prepared in a bottom-up fashion where methacrylic functional monomers are prepared in an entirely nonchromatographic manner and subsequently copolymerized with suitable comonomers to give cross-linked polymer beads. All syntheses have been conducted on multigram scale for all intermediates and finished polymer products, and the catalysts have proven successful in reactions taking place in solvents spanning a wide range of solvent polarity. While polymer-supported proline and prolineamides generally demonstrated excellent results and recycling robustness in asymmetric aldol reactions of ketones and benzaldehydes, the simplest type of Joargensen/Hayashi diarylprolinol TMS-ether showed excellent selectivity, but rather sluggish reactivity in the Enders-type asymmetric cascade. The polymer-supported version of the first-generation MacMillan imidazoHdinone had a pattern of reactivity very similar to that of the monomeric catalyst, but is too unstable to allow recycling.
Enantioselective catalysis over chiral imidazolidin-4-one immobilized on siliceous and polymer-coated mesocellular foams
Zhang, Yugen,Zhao, Lan,Lee, Su Seong,Ying, Jackie Y.
, p. 2027 - 2032 (2007/10/03)
A highly efficient and enantioselective organocatalyst, imidazolidin-4-one, has been successfully immobilized on siliceous MCF and polymer-coated MCF. The resulting heterogenized catalyst demonstrated excellent catalytic performance and recyclability for
Dipeptide alcohol-based inhibitors of eukaryotic DNA polymerase α
Kuriyama, Isoko,Asano, Naoki,Kato, Ikuo,Ikeda, Kyoko,Takemura, Masaharu,Yoshida, Hiromi,Sakaguchi, Kengo,Mizushina, Yoshiyuki
, p. 2187 - 2196 (2007/10/03)
We reported previously that a novel dipeptide alcohol, l- homoserylaminoethanol (Hse-Gly-ol), is a selective inhibitor of eukaryotic DNA polymerase ε (pol ε) [Bioorg. Med. Chem. 2004, 12, 957-962]. The discovery suggests that the dipeptide structure could
Nickel complexes from α-amino amides as efficient catalysts for the enantioselective Et2Zn addition to benzaldehyde
Burguete, M. Isabel,Collado, Manuel,Escorihuela, Jorge,Galindo, Francisco,García-Verdugo, Eduardo,Luis, Santiago V.,Vicent, María J.
, p. 6891 - 6894 (2007/10/03)
Ni2+ complexes derived from simple α-amino amides catalyze very efficiently the addition of Et2Zn to benzaldehyde, giving (S)-1-phenylethanol as the major isomer in most cases (94% yield, 97% ee for R=Bn). The nature of the substituent on the amide nitrogen atom seems to play a key role in determining the asymmetric induction observed.
STRUCTURAL ELUCIDATION OF AIBELLIN, A NEW PEPTIDE ANTIBIOTIC WITH EFFICIENCY ENHANCING ACTIVITY ON RUMEN FERMENTATION
Kumazawa, Shigenori,Kanda, Mina,Aoyama, Hideyuki,Utagawa, Masami,Kondo, Jun,et al.
, p. 1136 - 1144 (2007/10/02)
A new peptide antibiotic, aibellin, that had the afficiency enhancing activity on rumen fermentation, was isolated from the culture broth of the fungus, Verticimonosporium ellipticum D1528, and its primary structure was elucidated from spectrometric analysis and chemical degradation.Aibellin is a 20-residue peptaibol, and it has a unique structural feature in the novel C-terminal amino alcohol.Moreover, aibellin is the first peptaibol that possesses two acidic amino acids in the C-terminal region and a Phe residue in the middle of the sequence.
