Enantiopure 4-oxazolin-2-ones and 4-methylene-2-oxazolidinones as chiral building blocks in a divergent asymmetric synthesis of heterocycles.

abstract：:Recent discovery of asymmetric desymmetrization of meso-heterocycles using (R,R)-(salen)manganese complex 2 as a catalyst allowed easy access to optically active 2,3,4-trisubstituted pyrrolidines. Taking advantage of this new reaction, we could achieve the short-step synthesis of (-)-swainsonine 1. ...

journal_title：Chirality

authors： Punniyamurthy T,Irie R,Katsuki T

更新日期：2000-06-01 00:00:00

abstract：:The enantiomeric resolution of DL-alanine-DL-tryptophan dipeptide is described on amylose stationary phase. The eluent used was CH3 OH─CH3 COONH4 (10mM)─CH3 CN (50: 40, 10) at 0.8-mL/min flow, 230-nm detection, 25-minute run time, and 25°C ± 1°C temperature. The chiral phase was amylose [AmyCoat RP (15 cm × 0.46 cm × ...

journal_title：Chirality

authors： Ali I,Khattab RA,Alothman ZA,Badjah AY,Alwarthan A

更新日期：2018-04-01 00:00:00

abstract：:A method for the determination of (R)- and (S)-atenolol in human plasma and urine is described. The enantiomers of atenolol are extracted into dichloromethane containing 3% heptafluorobutanol followed by acetylation with acetic anhydride at 60 degrees C for 2 h. The acetylated enantiomers were separated on a chiral al...

journal_title：Chirality

authors： Enquist M,Hermansson J

更新日期：1989-01-01 00:00:00

abstract：:Resolution of mandelic acid with (-)-(1R,2S)-ephedrine in water and ethanol produces intermediate diastereomeric salts with greatly disparate solubilities and melting points. Single crystal X-ray analysis of the less (L) and more (M) soluble (-)-ephedrinium mandelates (I, II) shows crystal structures which are isoster...

journal_title：Chirality

authors： Valente EJ,Zubkowski J,Eggleston DS

更新日期：1992-01-01 00:00:00

abstract：:An environmental and sensitive sample pretreatment method was established and combined with high-performance liquid chromatography (HPLC) for the analysis of tetracycline hydrochloride (TC) in feed water and lake water. One element small molecule alcohol-salt aqueous two-phase system (ATPS) cannot effectively adjust t...

journal_title：Chirality

authors： Guo DG,Ni L,Wang L,Shao L

更新日期：2019-09-01 00:00:00

abstract：:We have developed an improved circular dichroism (CD) and linear dichroism (LD) simultaneous measurement system for the vacuum ultraviolet (VUV) region by polarization modulation techniques using a four-period Onuki-type crossed undulator as a polarized light source. The system has been constructed at the VUV beamline...

journal_title：Chirality

authors： Tanaka M,Yagi-Watanabe K,Yamada T,Kaneko F,Nakagawa K

更新日期：2006-02-01 00:00:00

abstract：:The enantioselective hydrogenation of methyl or ethyl pyruvate over cinchona-platinum catalyst system (Orito's reaction) is one of the most intensively studied heterogeneous catalytic asymmetric hydrogenation reactions. Studies aiming at systematic changes of the chiral template have played a crucial role in creating ...

journal_title：Chirality

authors： Tálas E,Margitfalvi JL

更新日期：2010-01-01 00:00:00

abstract：:The UV absorption and electronic circular dichroism (ECD) spectra of (R)- and (S)-nicotine and (S)-nornicotine in aqueous solution were measured to a significantly lower wavelength range than previously reported, allowing the identification of four previously unobserved electronic transitions. The ECD spectra of the t...

journal_title：Chirality

authors： Clayton PM,Vas CA,Bui TT,Drake AF,McAdam K

更新日期：2013-05-01 00:00:00

abstract：:This study focused on the chiral characteristics of methamphetamine seizures in Shanghai for inferring the synthetic pathways of drugs. Capillary electrophoresis coupled to time-of-flight mass spectrometry was used for simultaneous chiral separation of amphetamine-type stimulants and ephedrine, including S(+)-amphetam...

journal_title：Chirality

authors： Cui X,Liang C,Gong F,Wang R,Ni C,Wu Y,Chen G,Zhang Y

更新日期：2018-09-01 00:00:00

abstract：:Growing attention in developing new N-heterocyclic carbene (NHC)-mediated reactions involving homoenolate intermediates has prompted our interest in exploring the mechanistic details of the related reactions. In this work, we carried out a detailed theoretical study for the NHC-catalyzed annulation reaction of cinnama...

journal_title：Chirality

authors： Sun H,Fang X,Chi YR,Li G

更新日期：2013-09-01 00:00:00

abstract：:The novel chiral spirobipyridopyrans 1 and 2 were synthesized by the acid catalyzed aldol type condensation of 5-deoxypyridoxal with the appropriate ketone and subsequent reaction of the resulting pyrylium salt with base. The indolinospiropyridopyrans 3-5, which contain the modified B(6) unit, were prepared by aldol r...

journal_title：Chirality

authors： Loncar-Tomaskovic L,Pustet N,Mrvos-Sermek D,Nagl A,Mintas M,Mannschreck A

更新日期：2001-02-01 00:00:00

abstract：:We report here a sensitive method for the determination of the absolute configurations of primary amines using exciton-coupled circular dichroism (ECCD). The method works on a microgram scale by derivatization of chiral amines with quinoline chromophores. Complexation of the chiral ligands with metal ion fixes the geo...

journal_title：Chirality

authors： Zhang J,Holmes AE,Sharma A,Brooks NR,Rarig RS,Zubieta J,Canary JW

更新日期：2003-02-01 00:00:00

abstract：:The chiral squaramide catalysts (8-15) were synthesized, and their catalytic efficiency in the enantioselective conjugate addition of pyrazolones to nitroalkenes was described. This protocol provides excellent chemical yields (up to 93%) of chiral 5-methyl-4-(2-nitro-1-arylethyl)pyrazol-3-ol derivatives with high enan...

journal_title：Chirality

authors： Aydin AE,Culha S

更新日期：2021-01-11 00:00:00

abstract：:Herein we report CD spectroscopic studies on complexes of (R,R)-dimethyl-, (R,R)-diisobutyl-, and (S,S)-di-sec-butyl-phenazino-18-crown-6 ligands (Scheme 1) with selected alkali (Na+, K+), alkaline earth (Mg2+, Ca2+), and transition-metal (Ag+, Zn2+, Ni2+, Cd2+, Pb2+) cations. The complexation was monitored in the 300...

journal_title：Chirality

authors： Szarvas S,Szalay L,Vass E,Hollósi M,Samu E,Huszthy P

更新日期：2005-06-01 00:00:00

abstract：:The perturbation of the racemic equilibrium of luminescent D3 terbium(III) complexes with chelidamic acid (CDA), a hydroxylated derivative of 2,6-pyridine-dicarboxylic acid (DPA), by added chiral biomolecules such as L-amino acids has been studied using circularly polarized luminescence and 13C NMR spectroscopy. It is...

journal_title：Chirality

authors： Moussa A,Pham C,Bommireddy S,Muller G

更新日期：2009-05-01 00:00:00

abstract：:About 30% of a chemically diverse set of compounds were found to separate on four polysaccharide chiral stationary phases using polar organic mobile phases. No structural features appeared to correlate to successful separations. Titrations between normal and polar organic mobile phases suggested that separation mechan...

journal_title：Chirality

authors： Lynam KG,Stringham RW

更新日期：2006-01-01 00:00:00

abstract：:The hydrolysis and acyl migration of biosynthetic S-naproxen-beta-l-O-acyl glucuronide (I) and R-naproxen-beta-l-O-acyl glucuronide (II) was followed by HPLC. Nine first-order kinetic rate constants for the hydrolysis and acyl migration between the beta-l-O-acyl glucuronide, its alpha/beta-2, alpha/beta-3-, alpha/beta...

journal_title：Chirality

authors： Mortensen RW,Sidelmann UG,Tjørnelund J,Hansen SH

更新日期：2002-05-05 00:00:00

abstract：:We report a method to determine the absolute configuration of alpha-amino acids by exciton coupled circular dichroism (ECCD). Naturally occurring amino acids were successfully derivatized with 2-bromomethylquinoline. Complexation of these conformationally flexible ligands with Cu(II) salts yielded defined propeller-li...

journal_title：Chirality

authors： Holmes AE,Zahn S,Canary JW

更新日期：2002-06-01 00:00:00

abstract：:The enantioselective hydrogenation of C==N-C group containing compounds over modified metal catalysts is as yet an uninvestigated research area. This work contains results obtained on the hydrogenation of 1-pyrroline-2-carboxylate esters and sodium salt over cinchona alkaloid-modified alumina-supported Pd catalyst. Th...

journal_title：Chirality

authors： Szöllösi G,Kun I,Bartók M

更新日期：2001-01-01 00:00:00

abstract：:The known complex trans-RuCl2(NBD)Py2 (1, NBD is norbornadiene, Py is pyridine) reacts with either (R)-BINAP ((R)-2, 2'-bis(diphenylphosphino)-1,1'-binaphthyl), (S;S)-Chiraphos ((2S;3S-(-)-2,3-bis(diphenylphosphino)butane), (S;S)-Skewphos ((2S;4S)-(-)-2,4-bis(diphenylphosphino)pentane), (R)-(S)-Josiphos ((R)-(-)-1-[(S...

journal_title：Chirality

authors： Akotsi OM,Metera K,Reid RD,McDonald R,Bergens SH

更新日期：2000-06-01 00:00:00

abstract：:Two diastereomeric cationic surfactants derived from L-proline, in which the second chiral center is a quaternary nitrogen, have been separated and fully characterized. The recognition properties of the aggregates formed by the two diastereomeric surfactants have been investigated by circular dichroism and (1)H NMR th...

journal_title：Chirality

authors： Borocci S,Ceccacci F,Galantini L,Mancini G,Monti D,Scipioni A,Venanzi M

更新日期：2003-05-15 00:00:00

abstract：:The application of the Cartesian coordinate tensor transfer (CCT) technique for simulations of the IR absorption and vibrational circular dichroism (VCD) spectra of relatively large nucleic acid fragments is demonstrated on several case studies. The approach is based on direct ab initio calculations of atomic tensors,...

journal_title：Chirality

authors： Andrushchenko V,Bouř P

更新日期：2010-01-01 00:00:00

abstract：:Enzymatic hydrolysis with beta-glucuronidase/sulfatase was used for the enantioselective determination of N-hydroxymexiletine glucuronide in plasma for pharmacokinetic studies. N-Hydroxymexiletine glucuronide was determined as the quantity of mexiletine released by hydrolysis (difference between the enantiomeric conce...

journal_title：Chirality

authors： Lanchote VL,Santos VJ,Cesarino EJ,Dreossi SA,Mere Júnior Y,Santos SR

更新日期：1999-01-01 00:00:00

abstract：:Many drugs contain a chiral centre, or such a centre is introduced during metabolism of the drug in man and in animals. If a single chiral centre is present, the drug will normally exist as a mixture of two enantiomers, of which one may have quite different pharmacologic and/or toxic effects than the other. Chiral dru...

journal_title：Chirality

authors： Coutts RT,Baker GB

更新日期：1989-01-01 00:00:00

abstract：:A statement has been formulated that chirality is an indispensable inherent property of all material objects, at one level of organization of matter or another. The translation of chirality from one level of material objects to another deserves our attention. The parity violation of weak interactions can be discussed ...

journal_title：Chirality

authors： Davankov V

更新日期：2006-08-01 00:00:00

abstract：:Novel enantiopure 1,2,4-trizole-3-thiones containing a benzensulfonamide moiety were synthesized via multistep reaction sequence starting with D-phenylalanine methyl ester and L-phenylalanine ethyl ester as a source of chirality. The chemical structures of all compounds were characterized by elemental analysis, UV, IR...

journal_title：Chirality

authors： Başaran E,Karaküçük-Iyidoğan A,Schols D,Oruç-Emre EE

更新日期：2016-06-01 00:00:00

abstract：:The five-steps synthesis of a hemicryptophane cage combining a benzene-1,3,5-tricarboxamide unit and a cyclotriveratrylene (CTV) moiety is described. Chiral high-performance liquid chromatography (HPLC) was used to resolve the racemic mixture. The absolute configuration of the isolated enantiomers was assigned by comp...

journal_title：Chirality

authors： Long A,Jean M,Albalat M,Vanthuyne N,Giorgi M,Górecki M,Dutasta JP,Martinez A

更新日期：2019-11-01 00:00:00

abstract：:Racemic 1-phenylethylamine was optically resolved by its own derivative formed with glutaric acid namely (+)-(R)-N-(1-phenylethyl)glutaramic acid. The amide acid resolving agent was synthesized from (+)-(R)-1-phenylethylamine by N-derivatization. The glutaric acid derivative was the next in a homologous series of dica...

journal_title：Chirality

authors： Schindler J,Egressy M,Bereczki L,Pokol G,Fogassy E,Marthi K

更新日期：2007-03-01 00:00:00

abstract：:The electronic circular dichroism (ECD) spectra of two sesquiterpenoids (1 and 2) related to oplopanone, obtained from a methanolic extract of the plant Serphidium stenocephalum (Artemisia stenocephala), were measured and reproduced by means of time-dependent density functional theory (TDDFT) calculations, establishin...

journal_title：Chirality

authors： Shafiq N,Saleem M,Riaz N,Tousif MI,Jabbar A,Tareen RB,Pescitelli G

更新日期：2014-01-01 00:00:00

abstract：:The impact of crystalline forces on the solid-state circular dichroism (CD) spectrum of hypothemycin (), a biologically active molecule extracted from natural sources, has been analyzed by means of time-dependent density functional theory CD calculations. Input structures were extracted from the X-ray geometry of and ...

journal_title：Chirality

authors： Pescitelli G

更新日期：2012-09-01 00:00:00