Synthesis of a new enantiomerically pure P-chiral phosphine and its use in probing the mechanism of the Mitsunobu reaction.

abstract：:(3SR,4RS)-3,4-Epoxypiperidine-4-carboxylic acid (isoguvacine oxide) is a potent and specific GABAA receptor agonist. Isoguvacine oxide, originally designed as a potentially alkylating agonist, turned out to interact with the GABAA receptor in a fully reversible manner. The protected form of isoguvacine oxide, benzyl (...

journal_title：Chirality

authors： Frølund B,Jeppesen L,Krogsgaard-Larsen P,Hansen JJ

更新日期：1995-01-01 00:00:00

abstract：:Enantiomers of chiral aliphatic hydrocarbons are generally difficult to separate because they lack functional groups to be derivatized in order to generate diastereomers. The systematic and quantitative separation of a series of branched hydrocarbon enantiomers using a chiral cyclodextrin stationary phase and a cryost...

journal_title：Chirality

authors： Meierhenrich UJ,Nguyen MJ,Barbier B,Brack A,Thiemann WH

更新日期：2003-01-01 00:00:00

abstract：:Kinetic and equilibrium binding studies were performed on the interaction of warfarin enantiomers with human serum albumin (HSA) in the absence and presence of lorazepam acetate (LoAc) enantiomers. Binding kinetics were followed by recording changes in the fluorescence of warfarin upon binding to HSA using the stopped...

journal_title：Chirality

authors： Fitos I,Visy J,Kardos J

更新日期：2002-05-15 00:00:00

abstract：:Treatment of benzoate, formate, or trifluoroacetate esters with silyldibromomethyllithiums provides alkyl silyl mixed acetals via the 1,3-rearrangement of a silyl group from carbon to oxygen. A high level of asymmetric induction onto the acetal carbon is observed when chiral alkyl esters are employed. The stereochemic...

journal_title：Chirality

authors： Shinokubo H,Kondo J,Inoue A,Oshima K

更新日期：2003-01-01 00:00:00

abstract：:Experimental hyperlipidemia has shown to decrease cytochrome P450 3A4 and 2C11 expression and to increase liver concentrations and the plasma protein binding of halofantrine (HF) enantiomers. The present study examined the effect of hyperlipidemic (HL) serum on the metabolism of HF enantiomers by primary rat hepatocyt...

journal_title：Chirality

authors： Patel JP,Hamdy DA,El-Kadi AO,Brocks DR

更新日期：2012-07-01 00:00:00

abstract：:A three-dimensional molecularly imprinted overoxidized polypyrrole/MnO2 /carbon felt (MIOPPy/MnO2 /CF) composites were fabricated, which results in increased active area of the surface of the molecularly imprinted polymers film and greatly improved electrochemical chiral recognition effect for tryptophan isomers. The ...

journal_title：Chirality

authors： Dong L,Liu X,Xu H,Wu D,Gao S,Zhong L,Kong Y

更新日期：2019-11-01 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：: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：: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：:Environmental enantioselectivity information is important to fate assessment of chiral contaminants. Warfarin, a rodenticide and prescription medicine, is a chiral chemical but used in racemic form. Little is known about its enantioselective behavior in the environment. In this study, enantioselective degradation of w...

journal_title：Chirality

authors： Lao W,Gan J

更新日期：2012-01-01 00:00:00

abstract：:One- and two-color, mass selected R2PI spectra of the S(1)<--S(0) transitions in the bare (+)-(R)-1-phenyl-1-ethanol (E(R)) and its complexes with different solvent molecules (solv) (-)-(R)-2-butanol (B(R)) or (+)-(S)-2-butanol (B(S)) and (-)-(R)-2-butylamine (A(R)) or (+)-(S)-2-butylamine (A(S)), have been recorded a...

journal_title：Chirality

authors： Giardini Guidoni A,Piccirillo S,Scuderi D,Satta M,Di Palma TM,Speranza M,Filippi A,Paladini A

更新日期：2001-01-01 00:00:00

abstract：:N-formylphenylalanine was subjected to optical resolution using a chiral agent such as phenylethylamine enantiomer, (R)-phenylglycine methyl ester, (S)-N-benzyl-2-aminobutanol, alone or in a mixture with each other or in a mixture with benzylamine. ...

journal_title：Chirality

authors： Pálovics E,Fogassy E,Schindler J,Nógrádi M

更新日期：2007-01-01 00:00:00

abstract：:Caffeic acid-derived polyethers are a class of natural products isolated from the root extracts of comfrey and bugloss, which are endowed with intriguing pharmacological properties as anticancer agents. The synthesis of new polyether derivatives is achieved through ring-opening polymerization of chiral 2,3-disubstitut...

journal_title：Chirality

authors： Tedesco D,Fabini E,Barbakadze V,Merlani M,Zanasi R,Chankvetadze B,Bertucci C

更新日期：2015-12-01 00:00:00

abstract：:The special relationship between France and the polarization of light from the beginning of the 19th century until the present day is reviewed in the lives and works of Étienne Louis Malus, François Arago, Jean-Baptiste Biot, Augustin Fresnel, Louis Pasteur, Frédéric Wallerant, Aimé Cotton, Francis Perrin, and Alain A...

journal_title：Chirality

authors： Kahr B

更新日期：2018-04-01 00:00:00

abstract：:The assignment of the absolute configuration of novel anti-inflammatory pyrrole derivatives has been accomplished by a combined strategy based on independent physical methods. The key step of our stereochemical characterization approach is the production at mg-scale of enantiomerically pure forms by HPLC on Chiralpak ...

journal_title：Chirality

authors： Biava M,Cirilli R,Fares V,Ferretti R,Gallinella B,La Torre F,Poce G,Porretta GC,Supino S,Villani C

更新日期：2008-06-01 00:00:00

abstract：:Parallel kinetic resolution of Evans' phenylglycine derived oxazolidinone using an equimolar combination of quasi-enantiomeric active esters (derived from [D,13C]-labeled 2-phenylpropionic acid) was achieved. The levels of stereocontrol were high, leading to products with predictable configurations. ...

journal_title：Chirality

authors： Coumbarides GS,Dingjan M,Eames J,Flinn A,Northen J

更新日期：2007-05-05 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：:Anodic oxidation of 1-acetoxy-3,4-dihydronaphthalene (1) and alpha-acetoxy-beta-alkylstyrenes (3) at -78 degrees C in a mixed solvent of acetonitrile (CH(3)CN), tetrahydrofuran (THF), and acetic acid (AcOH) containing (S)-tetraethylammonium camphorsulfonate as a chiral supporting electrolyte brought about enantioselec...

journal_title：Chirality

authors： Maekawa H,Itoh K,Goda S,Nishiguchi I

更新日期：2003-01-01 00:00:00

abstract：:Origin(s) of biological chirality appear(s) to be intimately connected to origin(s) of life. Prebiotic evolution toward these important turning points can be traced back to single chiral molecules. These can be small (monomeric) units as amino acids or monosaccharides or oligomers as oligo-RNA type molecules. Earlier ...

journal_title：Chirality

authors： Caglioti L,Micskei K,Pályi G

更新日期：2011-01-01 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：:We demonstrate by using vibrational circular dichroism (VCD) spectroscopy that it is possible to investigate the chirality of a supramolecular polymeric system in relatively dilute solutions. Chiral C(3)-symmetrical discotic molecules, based on a trialkylbenzene-1,3,5-carboxamide, form supramolecular columnar stacks w...

journal_title：Chirality

authors： Smulders MM,Buffeteau T,Cavagnat D,Wolffs M,Schenning AP,Meijer EW

更新日期：2008-09-01 00:00:00

abstract：:Three β-keto sulfoxides (1-3) were synthesized in enantiopure form and investigated by means of circular dichroism (CD) spectroscopy, both in electronic and vibrational range (ECD, VCD), in combination with quantum chemical calculations. For compound 2, the X-ray structure was available; thus, the ECD in the solid sta...

journal_title：Chirality

authors： Górecki M,Capozzi MAM,Albano G,Cardellicchio C,Di Bari L,Pescitelli G

更新日期：2018-01-01 00:00:00

abstract：:4-l-menthyloxycarbonyl 5-aryl prolinates were studied as organocatalysts of a novel three-component reaction of cyclohexanone, benzoic acid, and β-nitrostyrene. The presence of ortho-halogen atom in 5-aryl fragment of the catalyst is favored for driving the formation of chiral 7a-hydroxyoctahydro-2H-indol-2-one scaffo...

journal_title：Chirality

authors： Ivantcova PM,Kudryavtsev KV

更新日期：2020-06-01 00:00:00

abstract：:Diastereomeric reduction of nonactivated, hindered β-keto and chiral β-iminoesters are described. The influence of a α-stereocontrolled center on the efficiency and stereoselectivity of the reduction was studied. Reaction conditions were optimized to synthesize β-hydroxy- and β-aminoesters in good yields. In the case ...

journal_title：Chirality

authors： Almahli H,Hendra F,Troufflard C,Cavé C,Joseph D,Delarue-Cochin S

更新日期：2011-03-01 00:00:00

abstract：:According to the Ibuprofen Product-Specific Bioequivalence Guidance of the European Medicines Agency, achiral bioanalytical methods are considered acceptable for demonstration of bioequivalence of ibuprofen-containing products. The aim of this investigation is to compare the bioequivalence outcomes obtained with indiv...

journal_title：Chirality

authors： González-Rojano E,Marcotegui J,Laredo L,Gwaza L,Gordon J,Portolés A,Vargas E,Morales-Alcelay S,García-Arieta A

更新日期：2020-09-01 00:00:00

abstract：:Acyl glucuronides formed from carboxylic acids can undergo hydrolysis, acyl migration, and covalent binding to proteins. In buffers at physiological pH, the degradation of acylglucuronide of a chiral NSAID, carprofen, consisted mainly of acyl migration. Acidic pH reduced hydrolysis and acyl migration, thus stabilizing...

journal_title：Chirality

authors： Georges H,Presle N,Buronfosse T,Fournel-Gigleux S,Netter P,Magdalou J,Lapicque F

更新日期：2000-02-01 00:00:00

abstract：:Novel chiral diisopropyl spiro bis(isoxazoline) ligands, anti-i-Pr-SPRIX and syn-i-Pr-SPRIX, were designed and synthesized. Their catalytic utility, X-ray crystallographic analyses, and complexation studies demonstrated the structural features of tetraisopropyl spiro bis(isoxazoline) ligand, i-Pr-SPRIX, which is a pro...

journal_title：Chirality

authors： Takenaka K,Lin X,Takizawa S,Sasai H

更新日期：2015-08-01 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：: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：:Cyclic triamides bearing amidino groups at the meta position of the phenyl rings were synthesized, and their conformational properties in the crystal and in solution were examined. Compound exists as a capsule-type dimer of the enantiomers with a bowl-shaped syn conformation in the crystal state. Compound exists mainl...

journal_title：Chirality

authors： Nishiyama S,Urushibara K,Masu H,Azumaya I,Kagechika H,Tanatani A

更新日期：2015-08-01 00:00:00