119244-23-4Relevant academic research and scientific papers
Synthesis of chiral ionic polymers containing quaternary ammonium sulfonate structure and their catalytic activity in asymmetric alkylation
Parvez, Masud,Salam, Abdus,Haraguchi, Naoki,Itsuno, Shinichi
, p. 815 - 821 (2012)
Repeated reaction between chiral quaternary ammonium dimer and disodium disulfonate gave the ionic polymer, which contains chiral quaternary ammonium sulfonate structure as a repeating unit. This chiral ionic polymer showed an excellent catalytic activity
Molecular design of chiral quaternary ammonium polymers for asymmetric catalysis applications
Parvez, Md. Masud,Haraguchi, Naoki,Itsuno, Shinichi
, p. 2870 - 2877,8 (2012)
Repeated reaction between a chiral quaternary ammonium dimer and disodium disulfonate gave a chiral ionic polymer, which showed excellent catalytic activity in the asymmetric benzylation of N-diphenylmethylene glycine tert-butyl ester.
Solution- and solid-phase approaches in asymmetric phase-transfer catalysis bycinchona alkaloid derivatives
Thierry,Perrard,Audouard,Plaquevent,Cahard
, p. 1742 - 1746 (2001)
The catalytic asymmetric alkylation under phase-transfer conditions of various substrates (enones, α-fluoro ketones,glycineimines) promoted by chiral quarternary ammonium salts derived from cinchona alkaloids is described. A solvent-free phase-transfer ca
A convenient method for asymmetric alkylation of glycine imine esters using solid supports
Yu, Haitao,Koshima, Hideko
, p. 9209 - 9212 (2003)
Asymmetric alkylation of butyl glycinate-benzophenone Schiff base proceeded smoothly on clays and alumina at room temperature to afford alkylated products in high yields and good enantioselectivities.
Synthesis of chiral polymers containing thioetherified cinchonidinium repeating units and their application to asymmetric catalysis
Islam, Md. Robiul,Ahamed, Parbhej,Haraguchi, Naoki,Itsuno, Shinichi
, p. 1309 - 1315 (2014)
A thiol-ene reaction of dithiol and two equivalents of cinchonidine afforded a thioetherified cinchonidine dimer. The dimer was treated with benzyl bromide to give a quaternary ammonium dimer. An ion exchange reaction of the cinchonidinium dimer and disod
A Simple Chiral Cu(II) Complex as an Effective Phase-Transfer Catalyst for the Enantioselective Alkylation of Dissymmetric Glycinate Ketimines
Bafqiren, Hanane,Zouihri, Hafid,Gmouh, Said,Jamal Eddine, Jamal
, p. 944 - 950 (2015)
Catalytic asymmetric benzylation of a dissymmetric tert-butylglycinate ketimine, incorporating 1-naphthyl and phenyl groups as the Schiff base substituents, under phase-transfer conditions was investigated. It was interesting to note that the sense of asymmetric induction of the alkylation of Z-imine stereoisomer is opposite to that of the corresponding E stereoisomer with a similar degree of enantioselectivity. More interestingly, the chiral Cu(II) complex of the Schiff base derived from (R)-2-phenylglycinol and 2-hydroxy-1-naphthaldehyde was found to catalyze the same reaction under solid-liquid conditions with comparable enantioselectivity (up to 60% ee) with respect to known cinchona alkaloid catalysts. The solvent/base-system parameter was shown to control the optimal catalytic activity. Chirality 27:944-950, 2015.
Synthesis and evaluation of atropos dihydro-5H-dibenzazepinium halide PTCs derived from α-methylbenzylamine
Lygo, Barry,Butt, Umar,Cormack, Maria
, p. 4968 - 4976 (2012)
A short synthetic route to diastereoisomeric atropos dihydro-5H-dibenz[c,e] azepinium salts via reaction of a single enantiomer of (R)-α- methylbenzylamine with a racemic atropos biphenol derivative is described. Compounds prepared via this approach are used to provide strong evidence that structurally related tropos dihydro-5H-dibenz[c,e]azepinium salts preferentially react via a single conformation in PTC reactions involving glycine imine enolates.
Design of new polyamine-based chiral phase-transfer catalysts for the enantioselective synthesis of phenylalanine
Kano, Taichi,Konishi, Shunsuke,Shirakawa, Seiji,Maruoka, Keiji
, p. 1243 - 1245 (2004)
Enantiomerically enriched phenylalanine was synthesized by asymmetric benzylation of a glycine Schiff base using polyamine-based chiral phase-transfer catalysts.
Synthesis of chiral quaternary ammonium polymers for asymmetric organocatalysis application
Ahamed, Parbhej,Haque, Md. Aminul,Ishimoto, Mikiya,Parvez, Md. Masud,Haraguchi, Naoki,Itsuno, Shinichi
, p. 3978 - 3983 (2013)
Main-chain chiral quaternary ammonium polymers have been synthesized using cinchonidine or 10,11-dihydrocinchonidine as a chiral source. Since the quinuclidine moiety of cinchonidine is easily quaternized with halide to form cinchonidinium salt, the quate
Synthesis of cinchona alkaloid-derived chiral polymers by Mizoroki-Heck polymerization and their application to asymmetric catalysis
Parvez, Md. Masud,Haraguchi, Naoki,Itsuno, Shinichi
, p. 1922 - 1928 (2014)
To facilitate the asymmetric catalysis process, we designed novel polymeric chiral catalysts. Since quaternary ammonium salts of cinchona alkaloid derivatives show efficient catalytic activity in various asymmetric transformations, we have synthesized nov
