Enantioselective and diastereoselective Michael addition of ketone/aldehyde to trans-nitroolefins catalyzed by a novel chiral pyrrolidine-thiourea.

abstract：:Cyclodextrins that are indiscriminately carboxymethylated at the 2-, 3-, and 6-positions are used as chiral NMR solvating agents for cationic substrates with phenyl, naphthyl, pyridyl, indoline, and indole rings. Enantiodifferentiation with the alpha-, beta-, and gamma-cyclodextrin derivatives is compared. The carboxy...

journal_title：Chirality

authors： Provencher KA,Weber MA,Randall LA,Cunningham PR,Dignam CF,Wenzel TJ

更新日期：2010-03-01 00:00:00

abstract：:A new water soluble zinc-salophen complex with appended D-glucose moieties was synthesized and characterized. Its binding properties toward six aminoacids were investigated by UV-vis spectrophotometric titrations. Association constants showed to be unfavorably affected by increasing steric hindrance of the side chain....

journal_title：Chirality

authors： Dalla Cort A,De Bernardin P,Schiaffino L

更新日期：2009-01-01 00:00:00

abstract：:Four Ala-Ala dipeptides with a perfluoroalkyl chain at the N-terminal were synthesized. They were able to self-assemble into helical nanofibers and/or twisted nanobelts in a mixture of DMSO/H2 O. The handedness of nanofibers and nanobelts was controlled by the chirality of the alanine at the N-terminal. The stacking h...

journal_title：Chirality

authors： Zhang L,Lin S,Tong Q,Li Y,Wang Y,Li Y,Li B,Yang Y

更新日期：2019-11-01 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：:(R,R)-formoterol was synthesized in seven steps with 4-hydroxyl-3-nitro-acetophenone as the starting material. The key intermediate, the chiral secondary alcohol 4, was prepared via Rh-catalyzed asymmetric transfer hydrogenation with (S,S)-PEGBsDPEN as the ligand and sodium formate as the hydrogen donor under mild con...

journal_title：Chirality

authors： Huang L,Liu J,Shan W,Liu B,Shi A,Li X

更新日期：2010-02-01 00:00:00

abstract：:Mirror symmetry breaking is ubiquitous in our visible universe taking place in elementary particles, atoms, and molecules. Molecular chirality is not biogenic in itself, although its detection is often considered a biosignature, a conjecture inferred from the fact that we do not know life devoid of homochirality. The ...

journal_title：Chirality

authors： Cintas P,Viedma C

更新日期：2012-11-01 00:00:00

abstract：:Symmetry breaking by photons, electrons, and molecular interactions lies at the heart of many important problems as varied as the origin of homochiral life to enantioselective drug production. Herein we report a system in which symmetry breaking can be induced and measured in situ at the single-molecule level using sc...

journal_title：Chirality

authors： Tierney HL,Jewell AD,Baber AE,Iski EV,Sykes EC

更新日期：2012-12-01 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：:The pharmacokinetics of (-)-N-(trans-4-isopropylcyclohexanecarbonyl)-D-phenylalanine (nateglinide) and its enantiomer (L-enantiomer) was studied in Goto-Kakizaki (GK) rats after intravenous administration of nateglinide or L-enantiomer at a dose of 40 micromol/kg body weight. Nateglinide, its L-enantiomer and their me...

journal_title：Chirality

authors： Tamura M,Shiba S,Kudo N,Kawashima Y

更新日期：2010-01-01 00:00:00

abstract：:Ibuprofen was used to demonstrate that isolated rat hepatocytes offer a suitable in vitro model to investigate the metabolic chiral inversion of anti-inflammatory 2-arylpropionic acids (profens). The inversion of the pharmacologically inactive (-)-(R)-ibuprofen to the active (+)-(S)-ibuprofen was shown to obey apparen...

journal_title：Chirality

authors： Müller S,Mayer JM,Etter JC,Testa B

更新日期：1990-01-01 00:00:00

abstract：:A series of representative optically active derivatives of 4-hydroxy-5-alkylcyclopent-2-en-1-one were prepared from the respective 2-furyl methyl carbinols via the Piancatelli rearrangement followed by the enzymatic kinetic resolution of racemates. Applicability of chiroptical methods (experimental and calculated elec...

journal_title：Chirality

authors： Frelek J,Karchier M,Madej D,Michalak K,Różański P,Wicha J

更新日期：2014-06-01 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：:In the past years, enantioanalysis became very important for clinical analysis; biomarkers/substances of biomedical importance with chiral structure should be analyzed and their presence correlated with the specific disorder. Therefore, we developed a method for the assay of l- and d-glucose, based on molecular recogn...

journal_title：Chirality

authors： Stefan-van Staden RI,Mitrofan G

更新日期：2018-05-01 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：:Analogs of the opioid peptide [D-Ala8]dynorphin A-(1-11)NH2 containing optically pure (R)- and (S)-2-aminotetralin-2-carboxylic acid (Atc) in position 4 were synthesized and evaluated for opioid receptor affinity. These peptides are the first reported dynorphin A analogs containing a conformationally constrained amino...

journal_title：Chirality

authors： Aldrich JV,Zheng QI,Murray TF

更新日期：2001-01-01 00:00:00

abstract：:The improvement of the biocatalytic reduction of 2-allyl-carboethoxy-cyclopentanone (2) to the corresponding cyclopentanol derivative (+)-(1R,2R)-(1) was accomplished employing baker's yeast in organic media. This chiral cyclopentanol derivative (1), analyzed by high resolution gas chromatography performed over beta-c...

journal_title：Chirality

authors： Fraga CA,Barreiro EJ,da Silva EF,dos Santos AR,KV Ramos MdaC,de Aquino Neto FR

更新日期：1997-01-01 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：: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：: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：:(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：:Three aldohexoses, glucose, galactose, and mannose, and three aldopentoses, arabinose, xylose, and ribose, were derivatized with L-tryptophanamide (L-TrpNH2 ) under alkaline conditions. Using a basic mobile phase (pH 9.2), the three aldohexoses or the three aldopentoses were simultaneously enantioseparated, respective...

journal_title：Chirality

authors： Shou M,Terashima H,Aizawa S,Taga A,Yamamoto A,Kodama S

更新日期：2015-07-01 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：:Ninety isolates of microorganisms belonging to different taxonomical groups (30 bacteria, 20 yeast, and 40 fungi) were previously isolated from various samples. These isolates were screened as reducing agents for acetophenone 1a to phenylethanol 2a. It was found that the isolate EBK-10 was the most effective biocataly...

journal_title：Chirality

authors： Zilbeyaz K,Kurbanoglu EB

更新日期：2010-10-01 00:00:00

abstract：:Nine patients taking oral doses of 10 mg/12 h rac-pindolol as part of their treatment for hypertension in pregnancy were recruited for the study. Maternal and fetal gestational age ranged from 20-38 years and 28-41 weeks, respectively. Blood was collected from the umbilical cord vein and from the mother from zero to 1...

journal_title：Chirality

authors： Gonçalves PV,Matthes Ado C,Da Cunha SP,Lanchote VL

更新日期：2002-08-01 00:00:00

abstract：:Vibrational circular dichroism spectra (VCD) in the mid-IR region and electronic circular dichroism (ECD) spectra for three carnitine derivatives in the form of hydrochloride salts were recorded in deuterated methanol solutions. Density Functional Theory calculations help one to understand the significance of the obse...

journal_title：Chirality

authors： Mazzeo G,Abbate S,Longhi G,Castiglioni E,Villani C

更新日期：2015-12-01 00:00:00

abstract：:A chiral liquid chromatography/mass spectrometry (LC/MS) bioanalytical procedure has been developed for the analysis of the antimalaric agent Fenozan B07 in dog plasma. Normal-phase chromatography involving a phenylcarbamate derivative of cellulose coated on silica gel as the chiral stationary phase was used to resolv...

journal_title：Chirality

authors： Maraschiello C,Vilageliu J,Dorronsoro I,Martinez A,Floriano P,Gómez-Acebo E

更新日期：2006-05-15 00:00:00

abstract：:Vibrational circular dichroism (VCD) spectra of (+)-alpha-pinene solutions in carbon tetrachloride have been measured in the range of volume fractions 5-100% (v/v) in the mid-infrared region. The concentration dependence measured was statistically analyzed with the aim of obtaining a reliable correlation between the V...

journal_title：Chirality

authors： Urbanova M,Setnicka V V,Volka K

更新日期：2000-05-01 00:00:00

abstract：:The attempts of applying chiroptical spectroscopy to supramolecular chirality are reviewed with a focus on vibrational circular dichroism (VCD). Examples were taken from gels, solids, and monolayers formed by low-molecular mass weight chiral gelators. Particular attention was paid to a group of gelators with perfluoro...

journal_title：Chirality

authors： Sato H,Yajima T,Yamagishi A

更新日期：2015-10-01 00:00:00

abstract：:Benalaxyl (BX), methyl-N-phenylacetyl-N-2,6-xylyl alaninate, is a potent acylanilide fungicide and consist of a pair of enantiomers. The stereoselective metabolism of BX was investigated in rat and rabbit microsomes in vitro. The degradation kinetics and the enantiomer fraction (EF) were determined using normal high-p...

journal_title：Chirality

authors： Zhang P,Zhu W,Dang Z,Shen Z,Xu X,Huang L,Zhou Z

更新日期：2011-02-01 00:00:00

abstract：:Chirality is often glossed over in theoretical or experimental discussions concerning the origin of life, but the ubiquity of homochiral building blocks in known biological systems demands explanation. Information theory can provide a quantitative framework for understanding the role of chirality in biology. Here I sh...

journal_title：Chirality

authors： Carroll JD

更新日期：2009-03-01 00:00:00