Tag: 700-800

Convergent Asymmetric Disproportionation Reactions: Metal/Bronsted Acid Relay Catalysis for Enantioselective Reduction of Quinoxalines was written by Chen, Qing-An;Wang, Duo-Sheng;Zhou, Yong-Gui;Duan, Ying;Fan, Hong-Jun;Yang, Yan;Zhang, Zhang. And the article was included in Journal of the American Chemical Society in 2011.Recommanded Product: 1043567-32-3 This article mentions the following:

A convergent asym. disproportionation of dihydroquinoxalines for the synthesis of chiral tetrahydroquinoxalines using a metal/Bronsted acid relay catalysis system has been developed. The use of hydrogen gas as the reductant makes the convergent disproportionation an ideal atom-economical process. A dramatic reversal of enantioselectivity was observed in the reduction of quinoxalines because of the different steric demands in the 1,2- and 1,4-hydride transfer pathways. 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: 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. Although many reactions require more nucleophilic trialkylphosphines as catalysts, only a few chiral trialkylphosphines are available. Over the last decade, however, and especially since 2005, considerable progress has been made in asymmetric phosphine catalysis.Recommanded Product: 1043567-32-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Enantioselective Dearomative Arylation of Isoquinolines was written by Zhang, Ming;Sun, Wangsheng;Zhu, Gongming;Bao, Guangjun;Zhang, Bangzhi;Hong, Liang;Li, Min;Wang, Rui. And the article was included in ACS Catalysis in 2016.Reference of 1043567-32-3 This article mentions the following:

The C1-substituted tetrahydroisoquinolines and 1,2-dihydroisoquinoline constitute an important group and are interesting structural motifs found in many natural products and pharmaceuticals. In this context, a phosphoric acid-catalyzed enantioselective dearomative arylation of isoquinolines was realized, providing the chiral dihydroisoquinolines with indole substituents at the C1-position in good results (up to >99% yield and 97% ee). The reaction features mild reaction conditions and operational simplicity, which make it an attractive approach to the discovery of biol. interesting α-indolisoquinolines. 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: 1043567-32-3Reference 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. Asymmetric catalytic performance is determined not only by the metal center but also by the chiral ligand selected.Reference of 1043567-32-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Bronsted acid-catalyzed efficient Strecker reaction of ketones, amines and trimethylsilyl cyanide was written by Zhang, Guang-Wu;Zheng, Dong-Hua;Nie, Jing;Wang, Teng;Ma, Jun-An. And the article was included in Organic & Biomolecular Chemistry in 2010.Safety 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:

A general method for the one-pot, three-component Strecker reaction of ketones was developed using Bronsted acids as organocatalysts. A series of α-aminonitriles were obtained in good to excellent yields (79-99%). A preliminary extension to a catalytic enantioselective three-component Strecker reaction of ketones (up to 40% ee) is also described. 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: 1043567-32-3Safety 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. 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. Trivalent phosphorus compounds called phosphines have a tetrahedral electron-group geometry which makes them structurally analogous to amines.Safety 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

Catalytic Asymmetric Synthesis of 3,3′-Bisindoles Bearing Single Axial Chirality was written by Chen, Ke-Wei;Wang, Zhao-Shan;Wu, Ping;Yan, Xin-Yu;Zhang, Shu;Zhang, Yu-Chen;Shi, Feng. And the article was included in Journal of Organic Chemistry in 2020.COA of Formula: C48H29O4P This article mentions the following:

A catalytic asym. synthesis of 3,3′-bisindoles bearing single axial chirality has been established via chiral phosphoric acid (CPA)-catalyzed enantioselective addition reaction of 3,3′-bisindoles with ninhydrin-derived 3-indolylmethanols. The selection of ninhydrin-derived 3-indolylmethanols as suitable electrophiles is based on the consideration that the sym. and bulky moiety of ninhydrin would increase the steric congestion around the axis to generate stable axial chirality and avoid the generation of central chirality. By this approach, a series of 3,3′-bisindoles bearing single axial chirality were synthesized via the dynamic kinetic resolution (DKR) process in generally acceptable yields and considerable enantioselectivities. In addition, an in-depth investigation on the property (stability and rotation barrier) of the synthesized axially chiral 3,3′-bisindoles was carried out, thus providing useful information on this class of axially chiral frameworks. This approach makes use of the strategy of dynamic kinetic resolution of 3,3′-bisindoles, therefore expanding the generality and applicability of this strategy for catalytic asym. synthesis of 3,3′-bisindoles bearing single axial chirality. 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: 1043567-32-3COA of Formula: 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. Thousands of arylphosphines have been used as chiral ligands for metal-catalyzed asymmetric reactions. Over the last decade, however, and especially since 2005, considerable progress has been made in asymmetric phosphine catalysis.COA of Formula: C48H29O4P

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Asymmetric Organocatalytic Synthesis of Bisindoles – Scope and Derivatizations was written by Retich, Christina;Braese, Stefan. And the article was included in European Journal of Organic Chemistry in 2018.SDS of cas: 1043567-32-3 This article mentions the following:

Starting from 3-vinylindoles and glyoxylate imines, the authors created a library of diverse 4,6-bis(1H-indole-3-yl)piperidine 2-carboxylates by using 10 mol-% of a chiral phosphoric acid. Using electron-withdrawing groups on the starting material during the reaction gave Povarov-type structures, which extended the previous library of mols. Furthermore, the authors could demonstrate that consecutive reactions like reductions, cross coupling reactions or click reactions on bisindoles are feasible. 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. Thousands of arylphosphines have been used as chiral ligands for metal-catalyzed asymmetric reactions. Most of these phosphines are acyclic, usually possess low nucleophilic activity, and generally display poor enantioselectivities for phosphine organocatalysis. SDS of cas: 1043567-32-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Formal Asymmetric Organocatalytic [3+2] Cyclization between Enecarbamates and 3-Indolylmethanols: Rapid Access to 3-Aminocyclopenta[b]indoles was written by Lebee, Clement;Kataja, Antti O.;Blanchard, Florent;Masson, Geraldine. And the article was included in Chemistry – A European Journal in 2015.Category: chiral-phosphine-ligands This article mentions the following:

A highly enantio- and diastereoselective synthesis of 3-aminocyclopenta[b]indoles I [R¹ = Me, Et, CHMe₂, cyclopropyl, CH₂CHMe(CH₂)₂CH:CMe₂-(S), (CH₂)₃OSiPh₂CMe₃, R² = CH₂Ph, R³ = Ph, R⁴ = R⁵ = H; R¹ = Me, R² = CMe₃, R³ = Ph, R⁴ = R⁵ = H; R¹ = Me, R² = CH₂Ph, R³ = C₆H₄F-4, C₆H₄F-3, C₆H₄F-2, C₆H₄CF₃-4, C₆H₄OMe-3, 2-naphthyl, 2-thienyl, CHMe₂, Bu, R⁴ = R⁵ = H; R¹ = Me, R² = CH₂Ph, R³ = Ph, R⁴ = OMe-5, Br-5, Br-6, R⁵ = H; R¹ = Me, R² = R⁵ = CH₂Ph, R³ = Ph, R⁴ = H] has been developed through formal [3+2] cycloaddition reaction of enecarbamates, (E)-R¹CH:CHCO₂R², and 3-indolylmethanols, II. This transformation is catalyzed by a chiral phosphoric acid that achieves simultaneous activation of both partners of the cycloaddition Mechanistic data are also presented that suggest that the reaction occurs through a stepwise 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: 1043567-32-3Category: chiral-phosphine-ligands).

(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. Although many reactions require more nucleophilic trialkylphosphines as catalysts, only a few chiral trialkylphosphines are available. Asymmetric catalytic performance is determined not only by the metal center but also by the chiral ligand selected.Category: chiral-phosphine-ligands

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Enantioselective Synthesis of Tetrahydroindolizines via Ruthenium-Chiral Phosphoric Acid Sequential Catalysis was written by Zhou, Yong;Liu, Xiao-Wei;Gu, Qing;You, Shu-Li. And the article was included in Synlett in 2016.Computed Properties of C48H29O4P This article mentions the following:

A chiral phosphoric acid and a ruthenium complex were found to catalyze an olefin cross-metathesis-asym. intramol. Friedel-Crafts alkylation of N-tethered olefin pyrroles and conjugated enones to provide a variety of chiral tetrahydroindolizine derivatives in moderate to good yields and enantioselectivity (up to 93% ee). Under optimized conditions the synthesis of the target compounds was achieved using (11bS)-4-hydroxy-2,6-bis(9-phenanthrenyl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin 4-oxide (i.e., chiral cyclic phosphate analog) and [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro[[5-[(dimethylamino)sulfonyl]-2-(1-methylethoxy-κO)phenyl]methylene-κC]ruthenium (i.e., Zhan-1B) as ligand and catalyst combination. The synthesis of the target compounds was achieved by a reaction of 1-(4-pentenyl)-2-phenyl-1H-pyrrole derivatives with 1-phenyl-2-propen-1-one derivatives, 3-Buten-2-one, (2E)-1-phenyl-2-buten-1-one. The tilte compounds thus formed included a chiral pyrrolo[1,2-d][1,4]oxazepine derivative and (indolizinyl)(aryl)ethanone derivatives 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: 1043567-32-3Computed Properties 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. Although many reactions require more nucleophilic trialkylphosphines as catalysts, only a few chiral trialkylphosphines are available. Chiral phosphine catalysts: Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates.Computed Properties of C48H29O4P

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

A Novel Method for Synthesizing N-Alkoxycarbonyl Aryl α-Imino Esters and Their Applications in Enantioselective Transformations was written by Qian, Yu;Jing, Changcheng;Zhai, Changwei;Hu, Wen-hao. And the article was included in Advanced Synthesis & Catalysis in 2012.Safety 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:

A new strategy for the synthesis of N-alkoxycarbonyl aryl α-imino esters in the presence of dirhodium tetraacetate [Rh₂(OAc)₄] is reported to produce the desired compounds in high yield (up to 96%) under mild reaction conditions. The application of the synthetic method is demonstrated in enantioselective reduction and Friedel-Crafts reaction of indoles to afford the corresponding chiral arylglycines and indole derivatives, resp., in high yield and excellent 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: 1043567-32-3Safety 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. 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. Asymmetric catalytic performance is determined not only by the metal center but also by the chiral ligand selected.Safety 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

Catalytic asymmetric synthesis of N-substituted tetrahydroquinoxalines via regioselective Heyns rearrangement and stereoselective transfer hydrogenation in one pot was written by Huang, Jin;Li, Guang-xun;Yang, Gao-feng;Fu, Ding-qiang;Nie, Xiao-kang;Cui, Xin;Zhao, Jin-zhong;Tang, Zhuo. And the article was included in Chemical Science in 2021.HPLC of Formula: 1043567-32-3 This article mentions the following:

N-Substituted tetrahydroquinoxalines (37 examples) were step-economically obtained in good yield (<97%) and ee (<99%) with readily available substrates. The reaction proceeded through an interesting regioselective Heyns rearrangement/enantioselective transfer hydrogenation in one pot. The substrate scope and the reaction mechanism were systematically investigated. 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. 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.HPLC of Formula: 1043567-32-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Diastereoselectively switchable enantioselective trapping of carbamate ammonium ylides with imines was written by Jiang, Jun;Xu, Hua-Dong;Xi, Jian-Bei;Ren, Bai-Yan;Lv, Feng-Ping;Guo, Xin;Jiang, Li-Qin;Zhang, Zhi-Yong;Hu, Wen-Hao. And the article was included in Journal of the American Chemical Society in 2011.Computed Properties of C48H29O4P This article mentions the following:

The diastereoselectively switchable enantioselective trapping of protic carbamate ammonium ylides with imines is reported. The intriguing Rh₂(OAc)₄ and chiral Bronsted acid cocatalyzed three-component Mannich-type reaction of a diazo compound, a carbamate, and an imine provides rapid and efficient access to both syn- and anti-α-substituted α,β-diamino acid derivatives e. g., I and II with a high level control of chemo-, diastereo-, and enantioselectivity. 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: 1043567-32-3Computed Properties 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. 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. Asymmetric catalytic performance is determined not only by the metal center but also by the chiral ligand selected.Computed Properties of C48H29O4P

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis