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Asymmetric synthesis of chiral organofluorine compounds: Use of nonracemic fluoroiodoacetic acid as a practical electrophile and its application to the synthesis of monofluoro hydroxyethylene dipeptide isosteres within a novel series of HIV protease inhibitors

Two stereoselective routes to a series of diastereomeric inhibitors of HIV protease, monofluorinated analogues of the Merck HIV protease inhibitor indinavir, are described. The two routes feature stereoselective construction of the fluorinated core subunits by asymmetric alkylation reactions. The first-generation syntheses were based on the conjugate addition of the lithium enolate derived-from pseudoephedrine alpha-fluoroacetamide to nitroalkene 12, a modestly diastereoselective transformation. A more practical second-generation synthetic route was developed that is based on a novel method for the asymmetric synthesis of organofluorine compounds, by enolate alkylation using optically active fluoroiodoacetic acid as the electrophile in combination with a chiral amide enolate. Resolution of fluoroiodoacetic acid with ephedrine provides either enantiomeric form of the electrophile in ?96% ee. Alkylation reactions with this stable and storable chiral fluorinated precursor are shown to proceed in a highly stereospecific manner. With the development of substrate-controlled syn- or anti-selective reductions of alpha-fluoro ketones 44 and 45 (diastereomeric ratios 12:1-84:1), efficient and stereoselective routes to each of the four targeted inhibitors were achieved. The optimized synthetic route to the most potent inhibitor (syn,syn-4, Ki = 2.0 nM) proceeded in seven steps (87% average yield per step) from aminoindanol hydrocinnamide 40 and (S)-fluoroiodoacetic acid, and allowed for the preparation of more than 1 g of this compound. The inhibition of HIV-1 protease by each of the fluorinated inhibitors was evaluated in vitro, and the variation of potency as a function of inhibitor stereochemistry is discussed.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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High-pressure accelerated asymmetric organocatalytic friedel-crafts alkylation of indoles with enones: Application to quaternary stereogenic centers construction

An organocatalytic Friedel-Crafts alkylation of indoles with alpha,beta-unsaturated ketones was found to be efficiently accelerated under high-pressure conditions with a low loading of chiral primary amine salts with good yield and enantioselectivity up to 90%. This approach also allows, for the first time, selected indole derivatives containing quaternary stereogenic centers to be obtained from prochiral beta,beta-disubstituted enones with an enantioselectivity up to 80%.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Awesome Chemistry Experiments For (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

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Electric Literature of 126456-43-7, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.126456-43-7, Name is (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol, molecular formula is C9H11NO. In a article£¬once mentioned of 126456-43-7

Visual enantiomeric recognition of amino acid derivatives in protic solvents

Various types of chiral host molecules 2-7 based on a phenolphthalein skeleton and two crown ethers were prepared for use in visual enantiomeric recognition, and we examined their enantioselective coloration in complexation with chiral amino acid derivatives 9-22 in methanol solution. Methyl-substituted host (S,S,S,S)-S showed particularly prominent enantiomer selectivity for the alanine amide derivatives 11 and 12. A combination of methyl-substituted host (S,S,S,S)-S with guest (R)-11 or (R)-12 developed a purple color, whereas no color development was observed with (S)-11 or (S)-12. On the other hand, phenyl-substituted host (S,S,S,S)-6 showed deeper coloration with a wide range of (S)-beta-amino alcohols compared to that seen with host (S,S,S,S)-6 and the corresponding (R)-beta-amino alcohols at 0C. Furthermore, absorbance inversion temperatures (AIT) were observed within the range of 0-50C in many cases.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Contributions to the chemistry of silicon-sulfur compounds. 76. Zinc(II) tri-tert-butoxysilanethiolates. Synthesis, properties, crystal and molecular structures of [Zn{SSi(OBut)3}2(NH3)L] (L = 2-picoline or 2,4-lutidine) and [Zn{SSi(OBut)3}2(NH3)2] ¡¤ MeCN complexes

[Zn{SSi(OBut)3}2(NH3)]2 (1) reacts with 2-picoline or 2,4-lutidine (L) without elimination of ammonia giving stable monometallic complexes [Zn{SSi(OBut)3}2(NH3)L] (3 and 4), with two different nitrogen ligands bonded to the metal center. Reaction of (ButO)3SiSH with zinc di(acetylacetonate) in ammonia atmosphere leads to the complex with two ammine ligands [Zn{SSi(OBut)3}2(NH3)2] ¡¤ MeCN (5). Molecular and crystal structures of 3, 4 and 5 have been determined by the single crystal X-ray structural analysis. All have distorted tetrahedral geometry. The presence of ammonia gives rise to hydrogen bonds, different in all three cases. 3, 4, and 5 are the first examples of structurally characterized ammine ligated zinc thiolates. WILEY-VCH Verlag GmbH, D-69451 Weinheim, 2001.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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The design and synthesis of related molecules that are more effective, more selective, and less toxic than aspirin are important objectives of biomedical research.Computed Properties of C9H11NO, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 126456-43-7, in my other articles.

In homogeneous catalysis, catalysts are in the same phase as the reactants. Chemistry is traditionally divided into organic and inorganic chemistry. Computed Properties of C9H11NO, Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. In an article£¬Which mentioned a new discovery about 126456-43-7

Chirality sensing of amines, diamines, amino acids, amino alcohols, and alpha-hydroxy acids with a single probe

A stereodynamic probe for determination of the absolute configuration and enantiomeric composition of chiral amines, diamines, amino alcohols, amino acids, and alpha-hydroxy carboxylic acids is described. The chirality sensing is based on spontaneous asymmetric transformation of the first kind with stereolabile binaphtholate boron and zinc complexes. The substrate binding and chiral amplification processes yield a distinctive chiroptical sensor output at high wavelength that can be used for rapid and accurate ee detection of minute sample amounts.

The design and synthesis of related molecules that are more effective, more selective, and less toxic than aspirin are important objectives of biomedical research.Computed Properties of C9H11NO, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 126456-43-7, in my other articles.

Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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In heterogeneous catalysis, catalysts provide a surface to which reactants bind in a process of adsorption. Recommanded Product: 108-47-4, Name is 2,4-Dimethylpyridine, belongs to chiral-nitrogen-ligands compound, is a common compound. Recommanded Product: 108-47-4Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. In an article, authors is Elshaarawy, Reda F.M., once mentioned the new application about Recommanded Product: 108-47-4.

A novel water-soluble highly selective ?switch-on? ionic liquid-based fluorescent chemi-sensor for Ca(II)

A novel chemi-sensor involve new bis-ionic Schiff base sensor (BISBS), N,N?-bis-[5-((2,4-lutidiniumchloride)methylene)-3-methoxysalicylidene]-R,R-1,2-cyclohexanediimine, has been synthesized and characterized. BISBS chemi-sensor was designed based on internal charge transfer (ICT) fluorescence mechanism. This new water soluble chemi-sensor provides great selectivity fluorescence detection for Ca(II) ions in an important physiological pH range. Moreover, the interaction of Ca(II) with the deprotonated BISBS to produce a metal-ligand complex with a ratio of (1: 1) accompanying with an enhancement in the intensity of emission band located at 502?nm. Fluorescence switching-on during the chemical interaction between BISBS and Ca(II) ions is very easily noticed with naked eye, but other metal cations such as alkali, alkaline earth and transition metal don’t give any fluorescence changes. The novel developed BISBS sensor successively offers low limit of detection (LOD) 1.5?nM and fast tracing of Ca(II) in the physiological pH?7.6. Thus BISBS may provide a novel auspicious methodology for detection calcium cations in the environmental and biological samples.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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In homogeneous catalysis, catalysts are in the same phase as the reactants. Chemistry is traditionally divided into organic and inorganic chemistry. COA of Formula: C9H11NO, Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. In an article£¬Which mentioned a new discovery about 126456-43-7

Synthesis of new chiral auxiliaries for 6pi-azaelectrocyclization: 4- and 7-alkyl substituted cis-1-amino-2-indanols

The synthesis of new chiral auxiliaries, 7-alkyl substituted cis-1-amino-2-indanol derivatives, was established by the Diels-Alder reaction of 1-substituted dienes with cyclopentenone followed by the asymmetric epoxidation of the resulting indene derivatives and then the Ritter reaction. These bulky cis-aminoindanol derivatives are very effective as chiral auxiliaries and nitrogen sources in the asymmetric 6pi-azaelectrocyclization. The corresponding 4-alkyl derivative was also prepared using a similar method.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. Quality Control of 2,4-Dimethylpyridine, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 108-47-4, in my other articles.

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Multi-functional application of Moringa oleifera Lam. in nutrition and animal food products: A review

Research on the use of various parts of the Moringa oleifera Lam. plant (M. oleifera) as a nutritional and neutraceutical resource for human and animal diets has increased in recent years, emanating from the widespread use of the plant in traditional cuisines and medicinal remedies in several regions of the world. Analytical studies have identified M. oleifera as an important source of essential nutrients; rich in protein, essential amino acids, minerals, and vitamins, with a relatively low amount of antinutrients. It is also a rich source of other bio active compounds including flavonoids and phenolic compounds; with several studies detailing demonstrated in vitro and in vivo functional properties, most substantially, antioxidant activities. Moringa oleifera consumption has been reported to improve the health status, feed conversion efficiency, growth performance and product quality of several livestock species, at dietary inclusion rates generally not exceeding 5% of total dry matter intake. Fortification of processed foods with M. oleifera has been reported to increase nutritional value, some organoleptic properties, oxidative stability and product shelf life; with a notable need for further analytical and consumer studies in the development of these products. There is a paucity of literature detailing clinical studies, nutrient bioavailability, toxicity and the mode of action of the bioactive compounds to which the health claims associated with M. oleifera consumption are attributed. Many of these are not yet fully understood; therefore more research in these areas is required in order to fully utilize the potential benefits of this plant in human and livestock nutrition.

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. Quality Control of 2,4-Dimethylpyridine, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 108-47-4, in my other articles.

Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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The influence of ligand bite angle on the enantioselectivity of copper(II)-catalysed Diels-Alder reactions

Novel spirobis(oxazolines) provide excellent levels of stereocontrol in copper-catalysed Diels-Alder reactions; the larger the ligand bite angle the higher the enantioselection (up to 98.4% ee).

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Irreversible inhibitors are therefore the equivalent of poisons in heterogeneous catalysis.COA of Formula: C7H9N, Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction by binding to a specific portion of an enzyme and thus slowing or preventing a reaction from occurring. 108-47-4, name is 2,4-Dimethylpyridine. In an article£¬Which mentioned a new discovery about 108-47-4

Steric and electronic influences on the addition of pyridines to the tricarbonyl(2-methoxycyclohexadienyl)iron(II) cation

Kinetic studies of the reversible addition of pyridines to the cation + (1) provide further support of the dependence of the rate on the steric and electronic nature of the attacking nucleophile.A comparison of plots of log k1 versus pKa for pyridine additions to 1 and to the cations + (3) and + (4) indicate that the accumulation of positive charge in the transition states of these systems decreases along the series C6H7 > 2-MeOC6H6 > C7H9 (i.e. 3 > 1 > 4, in accordance with their decreasing electrophilicities.

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Reference£º
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis