Tag: 700-800

Asymmetric Friedel-crafts reaction of indole and cyclic enamine was written by Zhou, Jian-qing;Xu, Kai;Wang, Dan-jie;Cai, Zheng-yi;Gao, Jian-rong;Jia, Yi-xia. And the article was included in Zhejiang Huagong in 2013.Related Products of 1043567-32-3 This article mentions the following:

Friedel-Crafts alkylation reaction of 3-methylene-isoindol-1-one and indole catalyzed by chiral phosphoric acid was studied. With the optimization of catalyst, solvent and reaction temperature, the optimum catalyst was (S)-1-naphthyl replaced CPA-5 chiral phosphoric acid, optimum solvent was dichloromethane. The reaction could obtain 51% stereoselectivity under the room temperature Under these conditions, the substituent effect of indole was investigated, good reaction yield and 39%∼64% ee were obtained. In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3Related Products of 1043567-32-3).

(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. Thousands of arylphosphines have been used as chiral ligands for metal-catalyzed asymmetric reactions. Chiral phosphine catalysts: Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates.Related Products of 1043567-32-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Chiral phosphoric acid-catalyzed asymmetric cascade reaction of C(3) substituted indoles and methyl vinyl ketone was written by Duan, Dehe;Yin, Qin;Wang, Shouguo;Gu, Qing;You, Shuli. And the article was included in Huaxue Xuebao in 2014.Application In Synthesis of (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide This article mentions the following:

Fused indolines bearing a chiral quaternary carbon center at the C(3) position represented very important moieties widely existed in natural products and biol. active compounds Various approaches to access these important scaffolds had been developed. Among them, asym. dearomatizationcyclization cascade reaction was the most concise and effective method by using indole derivatives as starting material. However, the documented reports mainly employed tryptamine or tryptophol derivatives, providing indoline products, such as pyrroloindolines or furoindolines. Therefore, the development of other type of indole derivatives allowing structural diversity was highly desirable. In this paper, an efficient asym. Michael additioncyclization cascade reaction of indole derivatives with Me vinyl ketone (MVK) was developed. After screening various phosphoric acids in the reaction of indole derivative (1a) with MVK, this cascade reaction delivered the dearomative product (2a) in 77% yield and 95% enantiomeric excess in the presence of (R)-SPINOL-derived chiral phosphoric acid (R)-4c with 5Å mol. sieves as additive in CHCl₃ at room temperature Under the optimized reaction conditions, a wide range of substituted indole derivatives bearing both electron-donating and electron-withdrawing groups had been tested. In all cases, the cascade dearomatization reaction proceeded smoothly to afford their corresponding indolo[2,3-b]quinoline products in moderate to good yields and excellent enantioselectivity. The absolute configuration of the products was then determined as (5aR,10bR) by an X-ray crystallog. anal. of a single crystal of enantiopure 2. Moreover, this catalytic system was also feasible in a gram-scale reaction without erosion of enantiomeric excess. And 1.25 g of product 2a could be prepared under the identical conditions in 91% yield and 93% ee. In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3Application In Synthesis of (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide).

(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. Phosphine-catalyzed asymmetric reactions are now powerful and versatile tools for the construction of C–C, C–N, C–O, and C–S bonds and for the syntheses of functionalized carbocycles and heterocycles. Most of these phosphines are acyclic, usually possess low nucleophilic activity, and generally display poor enantioselectivities for phosphine organocatalysis. Application In Synthesis of (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Enantioselective Intramolecular Aza-Michael Additions of Indoles Catalyzed by Chiral Phosphoric Acids was written by Cai, Quan;Zheng, Chao;You, Shu-Li. And the article was included in Angewandte Chemie, International Edition in 2010.Application of 1043567-32-3 This article mentions the following:

An asym. intramol. aza-Michael addition of indoles catalyzed by chiral phosphoric acids is described. Enantioenriched tetrahydropyridoindoles, e.g. I (X = CH₂, R = Cl, Me, MeO; X = NBoc, R = H), were obtained in high yields (72-98%) and enantioselectivities (69-93% ee). Sequential olefin cross-metathesis/intramol. aza-Michael addition of indolyl olefins with enones also gave the desired tetrahydropyridoindoles in excellent yields (80-96%) and enantioselectivities (88-93% ee). In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3Application of 1043567-32-3).

(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. Thousands of arylphosphines have been used as chiral ligands for metal-catalyzed asymmetric reactions. Effective chiral catalysts for nucleophilic phosphine catalysis are scarce, seriously limiting the development of asymmetric variants. Application of 1043567-32-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Organocatalytic Enantioselective 1,10-Addition of Alkynyl Indole Imine Methides with Thiazolones: An Access to Axially Chiral Tetrasubstituted Allenes was written by Lin, Xiao;Shen, Boming;Wang, Ziyang;Cheng, Yuyu;Chen, Xuling;Li, Pengfei;Yu, Peiyuan;Li, Wenjun. And the article was included in Organic Letters in 2022.Recommanded Product: (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide This article mentions the following:

An asym. organocatalytic remote 1,10-addition of alkynyl indole imine methides generated in situ from α-(6-indolyl) propargylic alcs. with thiazolones was developed for the first time, affording axially chiral tetrasubstituted allenes featuring vicinal sulfur-containing quaternary carbon stereocenters in high yields with excellent stereoselectivities. The representative scale-up reaction and transformations of the 1,10-adduct were examined The reaction mechanism was expounded by control experiments and DFT calculations In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3Recommanded Product: (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide).

(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. Generally, the efficiency of nucleophilic phosphine catalysis often depends on the nature of the tertiary phosphine. Chiral phosphine catalysts: Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates.Recommanded Product: (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Enantioselective cooperative triple catalysis: unique roles of Au(I)/amine/chiral Bronsted acid catalysts in the addition/cycloisomerization/transfer hydrogenation cascade was written by Patil, Nitin T.;Raut, Vivek S.;Tella, Ramesh Babu. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2013.SDS of cas: 1043567-32-3 This article mentions the following:

An enantioselective cooperative process involving the concerted/simultaneous action of three different catalysts i.e. Au(i)/amine/chiral Bronsted acid catalysts has been realized for the synthesis of 2-substituted tetrahydroquinolines from 2-aminobenzaldehydes and terminal alkynes. In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3SDS of cas: 1043567-32-3).

(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. Phosphine-catalyzed asymmetric reactions are now powerful and versatile tools for the construction of C–C, C–N, C–O, and C–S bonds and for the syntheses of functionalized carbocycles and heterocycles. Trivalent phosphorus compounds called phosphines have a tetrahedral electron-group geometry which makes them structurally analogous to amines.SDS of cas: 1043567-32-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Catalyst-Controlled Diastereodivergent Construction of Vicinal Sulfur-Functionalized Quaternary and Tertiary Stereocenters was written by Zhang, Lili;Yuan, Huijun;Lin, Wei;Cheng, Yuyu;Li, Pengfei;Li, Wenjun. And the article was included in Organic Letters in 2018.Synthetic Route of C48H29O4P This article mentions the following:

A catalyst-controlled diastereodivergence is described for the enantioselective conjugate addition of o-hydroxyphenyl-substituted p-QMs with 5H-thiazol-4-ones. The reactions were enabled by two chiral complementary, nonenantiomeric catalysts to furnish a series of adducts possessing vicinal sulfur-functionalized quaternary and tertiary stereocenters in high yields with excellent asym. induction. Moreover, o-QMs generated in situ from o-hydroxybenzyl alcs. were also compatible. In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3Synthetic Route of C48H29O4P).

(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. Many phosphine-catalyzed reactions have been developed for the syntheses of various biologically important acyclic and cyclic molecules. Asymmetric variants of these reactions have evolved relatively slowly. Effective chiral catalysts for nucleophilic phosphine catalysis are scarce, seriously limiting the development of asymmetric variants. Synthetic Route of C48H29O4P

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Catalytic asymmetric and stereo-divergent oligonucleotide synthesis was written by Featherston, Aaron L.;Kwon, Yongseok;Pompeo, Matthew M.;Engl, Oliver D.;Leahy, David K.;Miller, Scott J.. And the article was included in Science (Washington, DC, United States) in 2021.Quality Control of (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide This article mentions the following:

We report the catalytic stereocontrolled synthesis of dinucleotides. Chiral phosphoric acid (CPA) catalysts are demonstrated to control the formation of stereogenic phosphorous centers during phosphoramidite transfer for the first time. Unprecedented levels of diastereo-divergence are also demonstrated, enabling access to either phosphite diastereomer. Notably, two different CPA scaffolds prove essential for achieving stereo-divergence: peptide-embedded phosphothreonine-derived CPAs, which reinforce and amplify the inherent substrate preference, and C₂-sym. BINOL-derived CPAs, which completely overturn this stereochem. preference. The presently reported catalytic method does not require stoichiometric activators or chiral auxiliaries and enables asym. catalysis with readily available phosphoramidites. The method was applied to the stereocontrolled synthesis of diastereomeric dinucleotides as well as cyclic dinucleotides (CDNs) which are of broad interest in immono-oncol. as agonists of the STING pathway. In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3Quality Control of (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide).

(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. At present, the synthesis of new chiral phosphines designed specifically for nucleophilic organocatalysis remains a significant challenge. Indeed, very little research on chiral tertiary phosphine-catalyzed asymmetric reactions occurred prior to the year 2000.Quality Control of (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Asymmetric spiroacetalization catalysed by confined Bronsted acids was written by Coric, Ilija;List, Benjamin. And the article was included in Nature (London, United Kingdom) in 2012.Product Details of 1043567-32-3 This article mentions the following:

Acetals are mol. substructures that contain two oxygen-carbon single bonds at the same carbon atom, and are used in cells to construct carbohydrates and numerous other mols. A distinctive subgroup are spiroacetals, acetals joining two rings, which occur in a broad range of biol. active compounds, including small insect pheromones and more complex macrocycles. Despite numerous methods for the catalytic asym. formation of other commonly occurring stereocenters, there are few approaches that exclusively target the chiral acetal center and none for spiroacetals. Here we report the design and synthesis of confined Bronsted acids based on a C2-sym. imidodiphosphoric acid motif, enabling a catalytic enantioselective spiroacetalization reaction. These rationally constructed Bronsted acids possess an extremely sterically demanding chiral microenvironment, with a single catalytically relevant and geometrically constrained bifunctional active site. Our catalyst design is expected to be of broad utility in catalytic asym. reactions involving small and structurally or functionally unbiased substrates. In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3Product Details of 1043567-32-3).

(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. During the past two decades, tertiary phosphine catalysts have been applied extensively in a wide range of carbon–carbon and carbon–heteroatom bond-forming transformations. Most of these phosphines are acyclic, usually possess low nucleophilic activity, and generally display poor enantioselectivities for phosphine organocatalysis. Product Details of 1043567-32-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Asymmetric Friedel-Crafts reaction of 4,7-dihydroindoles with nitroolefins by chiral Bronsted acids under low catalyst loading was written by Sheng, Yi-Fei;Li, Gong-Qiang;Kang, Qiang;Zhang, An-Jiang;You, Shu-Li. And the article was included in Chemistry – A European Journal in 2009.Synthetic Route of C48H29O4P This article mentions the following:

By adding the substrate by a syringe pump, a highly efficient Friedel-Crafts reaction of 4,7-dihydroindoles with nitroolefins was realized with 0.5 mol% of a chiral phosphoric acid. The Friedel-Crafts alkylation, together with a subsequent oxidation of the product, led to 2-substituted indoles in excellent enantiomeric excesses, which can be easily transformed to enantio-enriched tetrahydro-γ-carbolines. In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3Synthetic Route of C48H29O4P).

(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. At present, the synthesis of new chiral phosphines designed specifically for nucleophilic organocatalysis remains a significant challenge. Chiral phosphine catalysts: Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates.Synthetic Route of C48H29O4P

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Asymmetric counteranion-directed transition-metal catalysis: enantioselective epoxidation of alkenes with manganese(III) salen phosphate complexes was written by Liao, Saihu;List, Benjamin. And the article was included in Angewandte Chemie, International Edition in 2010.HPLC of Formula: 1043567-32-3 This article mentions the following:

Epoxides e. g. I, were prepared through enantioselective epoxidation of olefins catalyzed by Mn-salen complex and chiral phosphate counterion system, which represents another powerful application of the concept of asym. counteranion-directed catalysis. In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3HPLC of Formula: 1043567-32-3).

(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. The synthesis of novel trialkylphosphines can be quite difficult, thereby limiting the scope of their chiral variants. Chiral phosphine catalysts: Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates.HPLC of Formula: 1043567-32-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis