Chemoselectivity issues of the asymmetric interaction between cyclohexanone, β-nitrostyrene, and benzoic acid under 5-aryl prolinate's organocatalysis.

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：:In modern chromatography, chiral stationary phase (CSP) and enantiomer self-disproportionation (ESD) are new inventions of packing material offer a guarantee for a successful enantiomeric separation. All CSPs were synthesized by chemical bonding of the relevant organic moieties onto a porous parent silica material for...

journal_title：Chirality

authors： Mayani VJ,Abdi SH,Mayani SV,Kim HC,Park SK

更新日期：2011-04-01 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：:The use of four cyclodextrins (three native and one beta-CD derivative) as NMR chiral solvating agents to resolve the enantiomers of (+/-)-cizolirtine, 1, and its chemical precursor (the carbinol, (+/-)-2), was investigated. The best enantiodiscrimination occurred when beta-cyclodextrin was used. ROESY experiments wer...

journal_title：Chirality

authors： Redondo J,Blázquez MA,Torrens A

更新日期：1999-01-01 00:00:00

abstract：:(R)-(+) and (S)-(-)-1-phenylethylamine have been shown to promote highly diastereoselective and complementary enantioselective formal [3 + 2]carbocyclization reactions between 2,3-butanedione and conjugated nitroalkenes with formation of enantiomerically rich 2-hydroxy-3-nitrocyclopentanone derivatives. The reactions ...

journal_title：Chirality

authors： Felluga F,Forzato C,Nitti P,Pitacco G,Prati F,Valentin E,Zangrando E

更新日期：2012-12-01 00:00:00

abstract：:The two enantiomers of 2,2'-bioxirane were synthesized, and their chiroptical properties were thoroughly investigated in various solvents by polarimetry, vibrational circular dichroism (VCD), and Raman optical activity (ROA). Density functional theory (DFT) calculations at the B3LYP/aug-cc-pVTZ level revealed the pres...

journal_title：Chirality

authors： Daugey N,De Rycke N,Brotin T,Buffeteau T

更新日期：2018-04-01 00:00:00

abstract：:The epimeric diterpenes (+)-(1S,3E,7E,11S,12S)-verticilla-3,7-dien-12-ol (1), isolated from Bursera suntui, and (+)-(1S,3E,7E,11S,12R)-verticilla-3,7-dien-12-ol (2), isolated from Bursera kerberi, gave the same Wagner-Meerwein rearrangement product (-)-(1E,4Z,8Z,11S,12R)-phomacta-1,(15)4,8-triene (3). The Et2 O:BF3 -i...

journal_title：Chirality

authors： Del Río-Chávez ÁA,García-Gutiérrez HA,Román-Marín LU,Beiza-Granados L,Cerda-García-Rojas CM,Joseph-Nathan P,Hernández-Hernández JD

更新日期：2019-11-01 00:00:00

abstract：:Chiral molecules can either be handed (i.e., "shoes") or nonhanded ("potatoes"). The only chiral ligand partition for tetrahedral metal complexes (or for a tetrahedral carbon atom such as that found in amino acids and other chiral biological molecules) is the fully unsymmetrical degree 6 partition (1(4)), which leads ...

journal_title：Chirality

authors： King RB

更新日期：2001-08-01 00:00:00

abstract：:Efficient synthesis of several new atropisomeric amino alcohols having 1-phenyl-1H-pyrrole skeleton are reported. Steric arrangements of the products were confirmed by a single-crystal X-ray measurement. The consequences of the size of the N-substituents on enantioinduction were examined by employing the enantioselect...

journal_title：Chirality

authors： Faigl F,Deák S,Erdélyi Z,Holczbauer T,Czugler M,Nyerges M,Mátravölgyi B

更新日期：2015-03-01 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：:Enantioseletive toxicities of chiral pesticides have become an environmental concern recently. In this study, we evaluated the enantiomeric separation of salithion on a suite of commercial chiral columns and assessed the toxicity of enantiomers toward butyrylcholinesterase and Daphnia magna. Satisfactory separations o...

journal_title：Chirality

authors： Zhou S,Lin K,Li L,Jin M,Ye J,Liu W

更新日期：2009-11-01 00:00:00

abstract：:Herein, we present the solution-state NMR studies on dextromethorphan (1) under both isotropic and anisotropic conditions. From the measurement of 22 residual dipolar couplings using a stretched polystyrene gel (PS), we show that accurate and detailed structural information is readily determined including the relative...

journal_title：Chirality

authors： Swarbrick JD,Ashton TD

更新日期：2010-01-01 00:00:00

abstract：:The opening of ortho-substituted phenyl oxiranes by borohydrides is described both in aqueous and solid phases. Some remarkable differences in the regioselectivity and inversion of enantioselectivity of oxirane ring-opening are reported. The results obtained are compared with previous studies and have allowed some fac...

journal_title：Chirality

authors： Doussot J,Guy A,Siaugue JM,Ferroud C,Guieres AF

更新日期：1999-01-01 00:00:00

abstract：:Chiral fungicide prothioconazole has a wide range of antifungal spectrum; however, little research has been conducted to evaluate prothioconazole on an enantiomeric level. Five target pathogens and three common aquatic organisms were tested for the enantioselective bioactivity and toxicity of prothioconazole in this w...

journal_title：Chirality

authors： Zhai W,Zhang L,Cui J,Wei Y,Wang P,Liu D,Zhou Z

更新日期：2019-06-01 00:00:00

abstract：:The new linear polyesters, W1278-A, B, and C, were isolated from culture extracts of a freshwater Ascomycete fungus. Their structures were elucidated on the basis of spectroscopic analyses and chemical transformations, with the absolute configuration established by the circular dichroism (CD) method using (R)-(-)-6-hy...

journal_title：Chirality

authors： Schlingmann G,Roll DM

更新日期：2005-01-01 00:00:00

abstract：:The racemic title host compound (1) formed homochiral inclusion crystals (conglomerate) of 1 with acetone, while heterochiral inclusion crystals (racemate) were obtained when complexed with ethyl acetate. Upon treatment of the homochiral inclusion crystals of 1 with gaseous acetyl chloride in the solid state, opticall...

journal_title：Chirality

authors： Tanaka K,Iwamoto T,Wada S,Frelek J,Caira MR

更新日期：2006-08-01 00:00:00

abstract：:The chiral recognition ability and solvent versatility of a new chiral stationary phase containing amylose 3,5-dimethylphenylcarabamate immobilized onto silica gel (CHIRALPAK IA) is investigated. Thus, the direct enantioselective separation of a set of racemic N-alkylated barbiturates and 3-alkylated analogs of thalid...

journal_title：Chirality

authors： Ghanem A,Al-Humaidi E

更新日期：2007-06-01 00:00:00

abstract：:An optically active spiropyran 1 with a binaphthol moiety as a chiral source was synthesized. The colored merocyanine form of (R)-1 obtained by the UV irradiation remained in the presence of D-amino acids longer than with L-amino acids. ...

journal_title：Chirality

authors： Tsubaki K,Mukoyoshi K,Morikawa H,Kinoshita T,Fuji K

更新日期：2002-10-01 00:00:00

abstract：:The R enantiomers of some of the 2-arylpropionic acid non-steroidal antiinflammatory drugs (NSAIDs) are known to undergo metabolic chiral inversion to their more pharmacologically active antipodes. This process is drug and species dependent and usually unidirectional. The S to R chiral inversion, on the other hand, is...

journal_title：Chirality

authors： Jamali F,Lovlin R,Aberg G

更新日期：1997-01-01 00:00:00

abstract：:The enantiomerization and enantioselective bioaccumulation of metalaxyl by a single dose of exposure to Tenebrio molitor larvae under laboratory condition were studied by high-performance liquid chromatography tandem mass spectroscopy (HPLC-MS/MS) based on a ChiralcelOD-3R [cellulosetris-tris-(3, 5-dichlorophenyl-carb...

journal_title：Chirality

authors： Gao Y,Wang H,Qin F,Xu P,Lv X,Li J,Guo B

更新日期：2014-02-01 00:00:00

abstract：:Although the organocatalytic direct asymmetric Michael reactions of carbonyl compounds to nitroalkenes have been investigated intensely, the Michael reaction of the thioether-based donors remains a rather undeveloped field. This work concerns the asymmetric Michael addition of aryl sulfanyl-propan-2-one to nitroalkene...

journal_title：Chirality

authors： Jiang X,Zhang B,Zhang Y,Lin L,Yan W,Wang R

更新日期：2010-07-01 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：: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 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 stability of Chiralpak AD chiral stationary phase under various solvent conditions was investigated. An analytical method for the detection of the presence of solubilized Chiralpak AD coating was developed using CD spectroscopy (CD signal at 245 nm). In addition, NMR analysis of the solubilized polymer revealed a ...

journal_title：Chirality

authors： Welch CJ,Fairchild J,Sajonz P

更新日期：2007-08-01 00:00:00

abstract：:The absolute configuration of the acyclic side chain of heptopyranosides and heptofuranosides was determined by exciton coupled CD, employing the strongly fluorescent 2-anthroate chromophore. The usage of this chromophore offers significant improvements over previous chemical and spectroscopic procedures since its int...

journal_title：Chirality

authors： Akritopoulou-Zanze I,Nakanishi K,Stepowska H,Grzeszczyk B,Zamojski A,Berova N

更新日期：1997-01-01 00:00:00

abstract：:The possibility that enantiodiscrimination of bilirubin might be involved in neuronal membrane destabilization, and therefore in bilirubin toxicity, was investigated, by circular dichroism, on model membranes composed of phospholipids. The equilibrium between bilirubin enantiomers is displaced at some extent by the in...

journal_title：Chirality

authors： Bernardini C,D'Arrigo P,Elemento G,Mancini G,Servi S,Sorrenti A

更新日期：2009-01-01 00:00:00

abstract：:Several in vivo and in vitro studies on the stereoselective potency of isoflurane enantiomers suggest beneficial effects of the (+)-(S)-enantiomer. In order to detect possible differences in the pharmacokinetics of isoflurane enantiomers, a clinical study of 41 patients undergoing general anesthesia maintained with ra...

journal_title：Chirality

authors： Schmidt R,Wahl HG,Häberle H,Dieterich HJ,Schurig V

更新日期：1999-01-01 00:00:00

abstract：:A selection of my work on chirality is sketched in two distinct parts of this lecture. Symmetry and Chirality explains how the discrete symmetries of parity P, time reversal T, and charge conjugation C may be used to characterize the properties of chiral systems. The concepts of true chirality (time-invariant enantiom...

journal_title：Chirality

authors： Barron LD

更新日期：2012-11-01 00:00:00

abstract：:Subcellular fractions of three human brain specimens were found to contain esterase activities which hydrolyzed racemic oxazepam 3-acetate (rac-OXA). All three human brain preparations were highly selective toward the S-enantiomer of rac-OXA. ...

journal_title：Chirality

authors： Yang SK,Huang A,Huang JD

更新日期：1993-01-01 00:00:00