Discovery of (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine

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The first cobalt-catalyzed asymmetric Kumada cross-coupling with high enantioselectivity has been developed. The reaction affords a unique strategy for the enantioselective arylation of alpha-bromo esters catalyzed by a cobalt-bisoxazoline complex. A variety of chiral alpha-arylalkanoic esters were prepared in excellent enantioselectivity and yield (up to 97% ee and 96% yield). The arylated products were transformed into alpha-arylcarboxylic acids and primary alcohols without erosion of ee. The new enantioenriched alpha-arylpropionic esters synthesized herein are potentially useful in the development of nonsteroidal anti-inflammatory drugs. This method was conducted on gram-scale and applied to the synthesis of highly enantioenriched (S)-fenoprofen and (S)-ar-turmerone.

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Extended knowledge of (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine

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New chiral diamines were prepared, based on the cyclohexane diamine core. The two different substituents on each nitrogen allow this heteroatom to become a stereogenic center upon chelation with a metal, such as lithium. The enantioselective addition of MeLi to imines, with ee’s up to 68%, illustrates the validity of this concept.

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Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Formula: C10H22N2. In my other articles, you can also check out more blogs about 53152-69-5

A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 53152-69-5, Name is (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine, molecular formula is C10H22N2. In a Article,once mentioned of 53152-69-5, Formula: C10H22N2

(?)-Sparteine has proven itself to be a highly efficient and versatile ligand. However, in recent years it has become difficult to source. In addition the (+)-enantiomer is also not readily available. Here we report a suite of chiral diamines as potential sparteine surrogates. Chiral trans-1,2-diaminocyclohexane is commercially available in both enantiomeric forms and the parent structure can be easily modified. New (and known) chiral diamines have been tested in the asymmetric silylation of N-Boc pyrrolidine, N-Boc piperidine, the alpha-alkylation of dimethylhydrazones and in the rearrangement of meso-epoxides. While none match the selectivity of the highly evolved natural product, there is certainly potential for this class of diamine ligands to perform in a diverse set of asymmetric transformations.

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Extracurricular laboratory:new discovery of (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine

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Enantioselective addition of various aryllithium reagents to aromatic imines was catalyzed (20 mol-%) by readily accessible 1,2-diamines to afford a wide range of protected diarylmethylamines in up to 94 % enantiomeric excess. Furthermore, the absolute configuration of these arylation products was determined by using X-ray crystallography. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

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The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction.I hope my blog about 53152-69-5 is helpful to your research., Formula: C10H22N2

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.53152-69-5, Name is (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine, molecular formula is C10H22N2. In a Article,once mentioned of 53152-69-5, Formula: C10H22N2

A systematic study both in the solid- and solution-state, was carried out for a series of sodium magnesiates containing the utility amide ligand 1,1,1,3,3,3-hexamethyldisilazide (HMDS). The first complex considered is the donor-free bisamido monoalkyl polymeric complex [Na(mu-HMDS)2Mg(nBu)]?1. The reactivity of 1 with common tertiary bidentate donors including N,N,N?,N?-tetramethylethylenediamine (TMEDA) or its chiral relative (1R,2R)-tetramethylcyclohexyldiamine [(R,R)-TMCDA] is detailed. Surprisingly, the products of these reactions are not simple diamine adducts but are solvent separated sodium magnesiate systems [(TMEDA)2·Na]+[Mg(HMDS)3]-2 and [{(R,R)-TMCDA}2·Na]+[Mg(HMDS)3]-3. By concentrating on the likely equilibria which may give rise to formation of 2, a potential intermediate complexed ion pair [{(TMEDA)2·Na}(mu-nBu)Mg(HMDS)2] 4 was isolated. Additionally, the novel “inverse magnesiates” [{Na(mu-HMDS)}2Mg(mu-nBu)2·(TMEDA)]?5 and [{Na(mu-HMDS)}2Mg(mu-nBu)2·{(R,R)-TMCDA}]?6, were obtained by reacting solutions of composition “NaMg(HMDS)(nBu)2” (a likely by-product in the formation of 2 from 1), with TMEDA or (R,R)-TMCDA. The structure and nature of these bimetallic complexes have been determined using a combination of X-ray crystallographic studies and multinuclear NMR spectroscopy.

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Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 53152-69-5, Name is (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine, Formula: C10H22N2.

The direct alpha-lithiation of methyl-substituted silanes as an efficient method for the preparation and elaboration of Si-chiral compounds is reported. Deprotonation of chiral oligosilanes occurs selectively and with high yields at the methyl group of the stereogenic silicon center, even in the presence of multiple methylsilyl or methylgermyl substituents. Computational studies have confirmed this preference as a consequence of pre-coordi-nation of the lithiating agent by the amino side-arm and repulsion effects in the corresponding transition state. This complexation is also obvious from Xray structure analyses of the alpha-lithiated silanes, which exhibit intriguing structure formation patterns differing in the type of aggregation and the amount of alkyllithium used. An alternative route to Si-chiral compounds is also presented, which involves desymmetrization of dimethylsilanes mediated by a chiral side-arm. Structure analyses and computational studies have shown that the diastereoselectivity of this alpha-lithiation is influenced by the selectivity of the formation of the stereogenic nitrogen upon complexation of the alkyllithium.

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The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction.I hope my blog about 53152-69-5 is helpful to your research., COA of Formula: C10H22N2

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.53152-69-5, Name is (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine, molecular formula is C10H22N2. In a Article,once mentioned of 53152-69-5, COA of Formula: C10H22N2

We have synthesized and characterized bis(mu-oxo)dicopper(III) dimers 1b-4b (Os) based on a core family of peralkylated trans-(1R,2R)- cyclohexanediamine (CD) ligands, self-assembled from the corresponding [LCu(MeCN)]CF3SO3 species 1a-4a and O2 at 193 K in aprotic media; additional Os based on peralkylated ethylenediamine and tridentate polyazacyclononane ligands were synthesized analogously for comparative purposes (5b-7b and 8b-9b, respectively). Trigonal-planar [LCu(MeCN)]1+ species are proposed as the active O precursors. The 3-coordinate Cu(I) complexes [(LTE)Cu(MeCN)]CF3SO 3 (4a) and [(LTB)Cu(MeCN)]CF3SO3 (10a) were structurally characterized; the apparent O2-inertness of 10a correlates with the steric demands of its four benzyl substituents. The rate of O formation, a multistep process that likely proceeds via associative formation of a 1:1 [LCu(O2)]1+ intermediate, exhibits significant dependence upon ligand sterics and solvent: oxygenation of 4a – the slowest-reacting O precursor of the CD series – is first-order with respect to [4a] and proceeds at least 300 times faster in tetrahydrofuran than in CH 2Cl2. The EPR, UV-vis, and resonance Raman spectra of 1b-9b are all characteristic of the diamagnetic bis(mu-oxo)dicopper(III) core. The intense ligand-to-metal charge transfer absorption maxima of CD-based Os are red-shifted proportionally with increasing peripheral ligand bulk, an effect ascribed to a slight distortion of the [Cu2O2] rhomb. The well-ordered crystal structure of [(LME)2Cu 2(mu-O)2](CF3SO3) 2·4CH2Cl2 ([3b-4CH2Cl 2]) features the most metrically compact [Cu2O 2]2+ core among structurally characterized Os (av Cu-O 1.802(7) A; Cu…Cu 2.744(1) A) and exemplifies the minimal square-planar ligation environment necessary for stabilization of Cu(III). The reported Os are mild oxidants with moderate reactivity toward coordinating substrates, readily oxidizing thiols, certain activated alkoxides, and electron-rich phenols in a net 2e-, 2H+ process. In the absence of substrates, 1b-9b undergo thermally induced autolysis with concomitant degradation of the polyamine ligands. Ligand product distribution and primary kinetic isotope effects (kobsH/k obsD ? 8, 1b/d24-1b, 293 K) support a unimolecular mechanism involving rate-determining C-H bond cleavage at accessible ligand N-alkyl substituents. Decomposition half-lives span almost 3 orders of magnitude at 293 K, ranging from ?2 s for 4b to almost 30 min for d24-1b, the most thermally robust dicationic O yet reported. Dealkylation is highly selective where ligand rigidity constrains accessibility; in 3b, the ethyl groups are attacked preferentially. The observed relative thermal stabilities and dealkylation selectivities of 1b-9b are correlated with NCalpha-H bond dissociation energies, statistical factors, ligand backbone rigidity, and ligand denticity/axial donor strength. Among the peralkylated amines surveyed, bidentate ligands with oxidatively robust NC alpha-H bonds provide optimal stabilization for Os. Fortuitously, the least sterically demanding N-alkyl substituent (methyl) gives rise to the most thermally stable and most physically accessible O core, retaining the potential for exogenous substrate reactivity.

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Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Recommanded Product: (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine. In my other articles, you can also check out more blogs about 53152-69-5

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The first systematic investigation of unactivated aliphatic sulfur compounds as electrophiles in transition-metal-catalyzed cross-coupling are described. Initial studies focused on discerning the structural and electronic features of the organosulfur substrate that enable the challenging oxidative addition to the C(sp3)-S bond. Through extensive optimization efforts, an Fe(acac)3-catalyzed cross-coupling of unactivated alkyl aryl thio ethers with aryl Grignard reagents was realized in which a nitrogen “directing group” on the S-aryl moiety of the thio ether served a critical role in facilitating the oxidative addition step. In addition, alkyl phenyl sulfones were found to be effective electrophiles in the Fe(acac) 3-catalyzed cross-coupling with aryl Grignard reagents. For the latter class of electrophile, a thorough assessment of the various reaction parameters revealed a dramatic enhancement in reaction efficiency with an excess of TMEDA (8.0 equiv). The optimized reaction protocol was used to evaluate the scope of the method with respect to both the organomagnesium nucleophile and sulfone electrophile.

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A process of providing novel compounds of Formula (I) below, which are useful as intermediates in the preparation of camptothecin and camptothecin-like compounds, STR1 wherein: R1 represents alkyl, particularly methyl, R2 represents H or alkyl, particularly methyl, R3 represents H or alkyl, particularly H; Q represents triflate or halo particularly bromo and iodo more particularly iodo and Y represents H, chloro or OR4, wherein R4 represents alkyl or triflate, or particularly H.

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In an article, published in an article, once mentioned the application of 53152-69-5, Name is (1R,2R)-N1,N1,N2,N2-Tetramethylcyclohexane-1,2-diamine,molecular formula is C10H22N2, is a conventional compound. this article was the specific content is as follows.Computed Properties of C10H22N2

N,N-Dimethylferrocenylmethylamine can be lithiated stereoselectively by iPrLi in pentane/Et2O using catalytic amounts of the chiral auxiliary (R,R)-TMCDA. In homogenous reactions, high e.r. values were obtained upon crystallization of the lithiated species. The catalytic activity of TMCDA is made possible by its release from the stereomerically pure lithioferrocene as it dimerizes to a homochiral dimeric etherate. Copyright

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