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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called New diphosphite ligands for enantioselective asymmetric hydroformylation, published in 2007-07-02, which mentions a compound: 119707-74-3, Name is (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, Molecular C20H12Br2O2, Electric Literature of C20H12Br2O2.

A series of new diphosphite ligands were easily prepared from BINOL derivatives Moderate enantioselectivities (≤80% ee) and excellent regioselectivities (branched/linear ≤ 98/2) were achieved in the Rh-catalyzed asym. hydroformylation of vinyl acetate.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Beck, Thorsten M.; Breit, Bernhard researched the compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol( cas:119707-74-3 ).Name: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol.They published the article 《Regio- and enantioselective rhodium-catalyzed addition of 1,3-diketones to allenes: Construction of asymmetric tertiary and quaternary all carbon centers》 about this compound( cas:119707-74-3 ) in Angewandte Chemie, International Edition. Keywords: chiral branched allylated diketone synthesis tertiary quaternary carbon center; allene regioselective enantioselective rhodium catalyst phosphoramidite addition diketone allene; crystal structure phenylhexenyl bistrifluoromethyl phenyl propanedione solvent effect; 1,3-diketones; allenes; asymmetric catalysis; rhodium; γ,δ-unsaturated ketones. We’ll tell you more about this compound (cas:119707-74-3).

An unprecedented highly regio- and enantioselective rhodium-catalyzed addition of 1,3-diketones to terminal and 1,1-disubstituted allenes furnishing asym. tertiary and quaternary all-carbon centers is reported. By applying a RhI/phosphoramidite/TFA catalytic system under mild conditions, the desired chiral branched α-allylated 1,3-diketones could be obtained in good to excellent yields, with perfect regioselectivity and in high enantioselectivity. The reaction shows a broad functional-group tolerance on both reaction partners highlighting its synthetic potential.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Angewandte Chemie, International Edition called Supramolecular Control of Ligand Coordination and Implications in Hydroformylation Reactions, Author is Bellini, Rosalba; Chikkali, Samir H.; Berthon-Gelloz, Guillaume; Reek, Joost N. H., which mentions a compound: 119707-74-3, SMILESS is OC1=C(Br)C=C2C=CC=CC2=C1C3=C4C=CC=CC4=CC(Br)=C3O, Molecular C20H12Br2O2, Application In Synthesis of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol.

The authors present a new class of chiral monodentate phosphoramidite ligands based on the bis(naphthol) skeleton. The coordination mode of the monodentate phosphoramidite ligands in trigonal-bipyramidal tricarbonyl rhodium hydride phosphoramidite complexes can be switched from equatorial to axial by a unique supramol. pseudo encapsulation, providing a new tool to control the activity and selectivity of a transition metal catalyst. In situ high-pressure 1H and 31P NMR and IR studies under hydroformylation conditions demonstrate the formation of the 1st Rh hydride complex in which the P donor atom of the ligand is trans to the hydride, but only after coordination of Zn(II) porphyrin moieties to the pyridyl moieties of the ligand. In absence of these Zn(II) porphyrins, the common mono-ligated Rh hydrido complexes are formed with the ligand in the equatorial plane, in cis orientation to the hydride. The supramol. change to the unusual coordination is reflected in higher activity and selectivity when these complexes are applied to the very challenging asym. hydroformylation of unfunctionalized internal alkenes.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis of Trisaccharides by Hetero-Diels-Alder Welding of Two Monosaccharide Units, published in 2012, which mentions a compound: 119707-74-3, Name is (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, Molecular C20H12Br2O2, Recommanded Product: 119707-74-3.

A new strategy for the synthesis of di- and trisaccharides based on the de novo synthesis of the linking saccharide unit is presented. In this strategy, functionalized monosaccharide building blocks already incorporating the glycosidic linkages are welded together using a metal-catalyzed hetero-Diels-Alder (HDA) reaction to generate a new monosaccharide unit between them. The highest yields and selectivities in the HDA reaction were obtained by using chiral Schiff base chromium complexes. Disaccharide products were accessible by reaction of Danishefsky’s diene with acetyl- and benzyl-protected galactoside aldehydes. For the synthesis of trisaccharide products, acetyl-protected glucose or galactose-derived dienes were fused with monosaccharide-derived aldehydes using chromium catalysts for the HDA reaction. The desired trisaccharide products were obtained in moderate to good yields with excellent stereoselectivity. The central pyranulose-ring generated in the process possessed an L-cis-enulose configuration according to NMR spectroscopy and modeling studies.

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Karageorgis, George; Reckzeh, Elena S.; Ceballos, Javier; Schwalfenberg, Melanie; Sievers, Sonja; Ostermann, Claude; Pahl, Axel; Ziegler, Slava; Waldmann, Herbert published an article about the compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol( cas:119707-74-3,SMILESS:OC1=C(Br)C=C2C=CC=CC2=C1C3=C4C=CC=CC4=CC(Br)=C3O ).Reference of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:119707-74-3) through the article.

The principles guiding the design and synthesis of bioactive compounds based on natural product (NP) structure, such as biol.-oriented synthesis (BIOS), are limited by their partial coverage of the NP-like chem. space of existing NPs and retainment of bioactivity in the corresponding compound collections. Here the authors propose and validate a concept to overcome these limitations by de novo combination of NP-derived fragments to structurally unprecedented ‘pseudo natural products’. Pseudo NPs inherit characteristic elements of NP structure yet enable the efficient exploration of areas of chem. space not covered by NP-derived chemotypes, and may possess novel bioactivities. The authors provide a proof of principle by designing, synthesizing and studying the biol. properties of chromopynone pseudo NPs that combine biosynthetically unrelated chromane- and tetrahydropyrimidinone NP fragments. Chromopynones define a glucose uptake inhibitor chemotype that selectively targets glucose transporters GLUT-1 and -3, inhibits cancer cell growth and promises to inspire new drug discovery programs aimed at tumor metabolism

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Category: bromides-buliding-blocks. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Design of N-Spiro C2-Symmetric Chiral Quaternary Ammonium Bromides as Novel Chiral Phase-Transfer Catalysts: Synthesis and Application to Practical Asymmetric Synthesis of α-Amino Acids. Author is Ooi, Takashi; Kameda, Minoru; Maruoka, Keiji.

Chiral phase-transfer catalysts, C2-sym. chiral quaternary ammonium bromides I (Ar = Ph, α-naphthyl) and II [Ar = H, Ph, β-naphthyl, 3,5-(diphenyl)phenyl, 4-fluorophenyl, 3,4,5-trifluorophenyl], were readily prepared from com. available optically pure 1,1′-bi-2-naphthol. Detailed procedures for the synthesis of I and II were given, and the structures of II (Ar = H, 3,4,5-trifluorophenyl) were unequivocally determined by single-crystal x-ray diffraction anal. The reactivity and selectivity of these chiral ammonium bromides as chiral phase-transfer catalysts were evaluated in the asym. alkylation of Ph2C:NCH2CO2R (R = Bu-t, Me, CH2Ph, CHPh2) by PhCH2Br under mild liquid-liquid phase-transfer conditions, and the optimization of the reaction variables (solvent, base, and temperature) was conducted. In addition, the scope and limitations of this asym. alkylation were thoroughly investigated with a variety of alkyl halides, in which the advantage of the unique N-spiro structure of II and dramatic effect of the steric as well as the electronic properties of the aromatic substituents on the 3,3′-position of the binaphthyl moiety were emphasized. Finally, the asym. synthesis of Me and tert-Bu (S)-N-acetylindoline-2-carboxylates, and L-Dopa (L-3,4-dihydroxyphenylalanine) tert-Bu ester was successfully accomplished using the above methodol.

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Synthetic Route of C20H12Br2O2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Synthesis of new C3 symmetric amino acid- and aminoalcohol-containing chiral stationary phases and application to HPLC enantioseparations. Author is Yu, Jeongjae; Armstrong, Daniel W.; Ryoo, Jae Jeong.

We recently reported a new C3-sym. (R)-phenylglycinol N-1,3,5-benzenetricarboxylic acid-derived chiral high-performance liquid chromatog. (HPLC) stationary phase (CSP 1) that demonstrated better results as compared to a previously described N-3,5-dintrobenzoyl (DNB) (R)-phenylglycinol-derived CSP. Over a decade ago, (S)-leucinol, (R)-phenylglycine, and (S)-leucine derivatives were used as the starting materials of 3,5-DNB-based Pirkle-type CSPs for chiral separation In this study, three new C3-sym. CSPs (CSP 2, 3, and 4) were prepared by combining the ideas and results mentioned above. Here we describe the synthetic procedures and applications of the new C3-sym. CSPs (CSP 2-CSP 4).

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Pyro-Borates, Spiro-Borates, and Boroxinates of BINOL-Assembly, Structures, and Reactivity, published in 2017-08-02, which mentions a compound: 119707-74-3, Name is (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, Molecular C20H12Br2O2, Safety of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol.

VANOL and VAPOL ligands are known to react with three equivalent of B(OPh)3 to form a catalytic species that contains a boroxinate core with three boron atoms, and these have proven to be effective catalysts for a number of reactions. However, it was not known whether the closely related BINOL ligand will likewise form a boroxinate species. It had simply been observed that mixtures of BINOL and B(OPh)3 were very poor catalysts compared to the same mixtures with VANOL or VAPOL. Borate esters of BINOL have been investigated as chiral catalysts, and these include meso-borates, spiro-borates, and diborabicyclo-borate esters. Borate esters are often in equilibrium, and their structures can be determined by stoichiometry and/or thermodn., especially in the presence of a base. The present study examines the structures of borate esters of BINOL that are produced with different stoichiometric combinations of BINOL with B(OPh)3 in the presence and absence of a base. Depending on conditions, pyro-borates, spiro-borates, and boroxinate species can be generated and their effectiveness in a catalytic asym. aziridination was evaluated. The finding is that BINOL borate species are not necessarily inferior catalysts to those of VANOL and VAPOL but that, under the conditions, BINOL forms two different catalytic species (a boroxinate and a spiro-borate) that give opposite asym. inductions. However, many BINOL derivatives with substituents in the 3- and 3′-positions gave only the boroxinate species and the 3,3′-Ph2BINOL ligand gave a boroxinate catalyst that gives excellent inductions in the aziridination reaction. BINOL derivatives with larger groups in the 3,3′-position will not form either spiro-borates or boroxinate species and thus are not effective catalysts at all.

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Application In Synthesis of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Divergent synthesis of chiral heterocycles via sequencing of enantioselective three-component reactions and one-pot subsequent cyclization reactions. Author is Tang, Min; Xing, Dong; Huang, Haoxi; Hu, Wenhao.

A highly efficient sequencing of catalytic asym. three-component reactions of alcs., diazo compounds and aldimines/aldehydes with one-pot subsequent cyclization reactions was reported. The development of a robust and versatile Rh(II)/Zr(IV)-BINOL co-catalytic system not only gives high diastereo- and enantioselective controls of the three-component reaction, but also shows excellent functionality tolerances that allow a wide range of functionalities to be pre-installed in each component and readily undergo one-pot subsequent cyclization reactions, thus providing rapid and diversity-oriented synthesis (DOS) of different types of chiral nitrogen- and/or oxygen-containing polyfunctional heterocycles, I, II, III and IV.

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Asymmetric catalytic Strecker reaction of N-phosphonyl imines with Et2AlCN using amino alcohols and BINOLs as catalysts, published in 2010-06-28, which mentions a compound: 119707-74-3, mainly applied to phosphonyl imine preparation diethylaluminum cyanide chiral catalyst Strecker cyanation; aminonitrile phosphonyl derivative stereoselective preparation deprotection diamine auxiliary recovery; amino alc binaphthol stereoselective Strecker cyanation catalyst, Synthetic Route of C20H12Br2O2.

The asym. catalytic Strecker reaction of achiral N-phosphonyl imines with Et2AlCN has been established. Both free amino alcs. and BINOLs have been proven to be effective catalysts to afford excellent enantioselectivities and yields. The N-phosphonyl group can be readily cleaved under mild conditions and enable purification of crude products by simple washing with hexane. The cleaved N,N-dialkyl diamine auxiliary can be recovered quant. via n-BuOH extraction The scope for both N-phosphonyl imines and catalysts was vastly studied for this new catalytic system.

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