chiral-phosphine-ligands| Page 53 of 630 | Chiral phosphine ligands

Yoshida, Mariko’s team published research in Tetrahedron: Asymmetry in 2012-06-30 | 152140-65-3

Tetrahedron: Asymmetry published new progress about Allylic alkylation. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Name: N,N’-(11R,12R)-(9,10-Dihydro-9,10-ethanoanthracene-11,12-diyl)bis[2-(diphenylphosphino)benzamide].

Yoshida, Mariko; Nemoto, Tetsuhiro; Zhao, Zengduo; Ishige, Yuta; Hamada, Yasumasa published the artcile< Enantioselective construction of all-carbon quaternary spirocenters through a Pd-catalyzed asymmetric intramolecular ipso-Friedel-Crafts allylic alkylation of phenols>, Name: N,N’-(11R,12R)-(9,10-Dihydro-9,10-ethanoanthracene-11,12-diyl)bis[2-(diphenylphosphino)benzamide], the main research area is spirocyclohexadienone enantioselective synthesis; phenol Friedel Crafts allylic alkylation chiral ligand Pd catalyst.

A novel catalytic asym. synthetic method for making spirocyclohexadienones e. g., I with an all-carbon quaternary spirocenter was developed based on the Pd-catalyzed intramol. ipso-Friedel-Crafts allylic alkylation of phenols. When 5 mol % of the Pd catalyst and 12 mol % of (-)-9-NapBN (-) were used, the spirocyclic adduct was obtained with up to 93% ee, albeit with low chem. yield. On the other hand, when using 6 mol% of the Trost ligand (R,R), the spirocyclic adducts were obtained in good yields with up to 89% ee (diastereoselectivity = 9.2:1).

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Zhu, Guang-Yu’s team published research in Organic Letters in 2021-10-15 | 139139-86-9

Organic Letters published new progress about Boranes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) ((amine-boranyl)(aryl)pyrrole derivatives). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Reference of 139139-86-9.

Zhu, Guang-Yu; Zhai, Tong-Yi; Li, Xiao; Shi, Chong-Yang; Zhu, Xin-Qi; Ye, Long-Wu published the artcile< Copper-Catalyzed Cyclization of N-Propargyl Ynamides with Borane Adducts through B-H Bond Insertion>, Reference of 139139-86-9, the main research area is propargyl ynamide preparation copper catalyzed borylation cyclization borane adduct; amineboranyl arylpyrrole derivative preparation crystal structure borylation oxidation; mol structure amineboranyl arylpyrrole derivative; amine boranyl aryl pyrrole derivative preparation.

An efficient Cu-catalyzed cyclization of N-propargyl ynamides with borane adducts through B-H bond insertion was developed. Valuable organoboron compounds are constructed in generally good yields with a wide substrate scope and good functional group tolerance under mild reaction conditions. Importantly, this protocol via vinyl cation intermediates constitutes a novel way of B-H bond insertion.

Jolin, Trinidad’s team published research in Biochemical Journal in 1971 | 606-68-8

Biochemical Journal published new progress about Deiodination. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Recommanded Product: ((2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl)methoxy-((((2R,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-oxolan-2-yl)methoxy)hydroxyphosphoryl)oxyphosphinic acid disodium salt.

Jolin, Trinidad; Morreale de Escobar, Gabriella published the artcile< Deiodination of L-thyroxine and its activity on the oxidation in vitro of reduced nicotinamide adenine dinucleotide by peroxidase plus hydrogen peroxide>, Recommanded Product: ((2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl)methoxy-((((2R,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-oxolan-2-yl)methoxy)hydroxyphosphoryl)oxyphosphinic acid disodium salt, the main research area is thyroxine deiodination NADH oxidation; peroxidase peroxide NADH thyroxine.

When L-thyroxine [51-48-9] activated the oxidation of disodium NADH [606-68-8] by horseradish peroxidase (EC 1.11.1.7) + hydrogen peroxide [7722-84-1], little removal of phenolic ring iodine [7553-56-2] atoms became apparent until most of the NADH had been oxidized, after which it increased markedly. This extensive deiodination was accompanied by loss of the ability of thyroxine to catalyze the oxidation of NADH by peroxidase + H2O2. ICN [506-78-5], but not I2 or thyronine [1596-67-4], catalyzed NADH oxidn in both the presence and absence of peroxidase + H2O2. Thyroxine + peroxidase + H2O2 were comparable with ICN alone in their effects on NADH oxidation The obvious results that the active moiety is the halogen liberated from thyroxine or ICN were not directly supported by some of the results obtained by measuring the degree of deiodination of thyroxine in the system. Possible explanations of these apparently contradictory conclusions were discussed.

Burk, Mark J’s team published research in Organic Letters in 2000-12-28 | 325168-88-5

Organic Letters published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 325168-88-5 belongs to class chiral-phosphine-ligands, and the molecular formula is C48H50P2, Category: chiral-phosphine-ligands.

Burk, Mark J.; Hems, William; Herzberg, Daniela; Malan, Christophe; Zanotti-Gerosa, Antonio published the artcile< A Catalyst for Efficient and Highly Enantioselective Hydrogenation of Aromatic, Heteroaromatic, and α,β-Unsaturated Ketones>, Category: chiral-phosphine-ligands, the main research area is enantioselective hydrogenation ketone ruthenium catalyst.

PhanePhos-ruthenium-diamine complexes catalyze the asym. hydrogenation of a wide range of aromatic, heteroaromatic, and α,β-unsaturated ketones with high activity and excellent enantioselectivity.

Feng, Yuting’s team published research in Tetrahedron in 2022-08-27 | 277306-29-3

Tetrahedron published new progress about Enantioselective synthesis. 277306-29-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C32H40FeP2, Electric Literature of 277306-29-3.

Feng, Yuting; Viereck, Peter; Li, Shi-Guang; Tsantrizos, Youla S. published the artcile< Rh(I)-catalyzed asymmetric transfer hydrogenation of α-enamidophosphonates to α-aminophosphonates>, Electric Literature of 277306-29-3, the main research area is rhodium catalyst stereoselective transfer hydrogenation enamidophosphonate mechanism; amino phosphonate preparation stereoselective library.

An asym. Rh-catalyzed transfer hydrogenation was developed for the conversion of α-enamidophosphonates to α-aminophosphonates (α-APs) using isopropanol as the hydride donor. This methodol. is amenable to a broad substrate scope. A library of structurally diverse α-APs was synthesized in moderate to good yield and enantiomeric excess, having a methylene moiety at Cβ and aryl, heteroaryl or alkyl side chains.

Shibata, Takanori’s team published research in Organic Letters in 2006-03-30 | 139139-93-8

Organic Letters published new progress about [2+2] Cycloaddition reaction, stereoselective. 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Quality Control of 139139-93-8.

Shibata, Takanori; Takami, Kyoko; Kawachi, Ai published the artcile< Rh-Catalyzed Enantioselective [2+2] Cycloaddition of Alkynyl Esters and Norbornene Derivatives>, Quality Control of 139139-93-8, the main research area is cyclobutene tetracyclic tricyclic asym synthesis; asym synthesis tricyclononenecarboxylate; rhodium catalyst enantioselective cycloaddition alkynyl ester norbornene.

The enantioselective [2+2] cycloaddition of alkynes possessing an ester functionality, e.g. PhCCCO2Me, and norbornene derivatives proceeded efficiently using a chiral rhodium catalyst. The resulting chiral tri- and tetracyclic cyclobutenes were obtained in moderate to high ee.

Trost, Barry M’s team published research in Journal of the American Chemical Society in 2009-12-30 | 152140-65-3

Journal of the American Chemical Society published new progress about Allylic alkylation catalysts, stereoselective. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, COA of Formula: C54H42N2O2P2.

Trost, Barry M.; Xu, Jiayi; Schmidt, Thomas published the artcile< Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Enol Carbonates>, COA of Formula: C54H42N2O2P2, the main research area is allyl enol carbonate enantioselective regioselective decarboxylative allylic alkylation palladium; ketone homoallylic asym synthesis.

Palladium-catalyzed decarboxylative asym. allylic alkylation (DAAA) of allyl enol carbonates as a highly chemo-, regio-, and enantioselective process for the synthesis of ketones bearing either a quaternary or a tertiary α-stereogenic center has been investigated in detail. Chiral dibenzobarrelene-based diphosphine ligand was found to be optimal in the DAAA of a broad scope of cyclic and acyclic ketones including simple aliphatic ketones with more than one enolizable proton. The allyl moiety of the carbonates has been extended to a variety of cyclic or acyclic disubstituted allyl groups. The mechanistic studies revealed that, similar to the direct allylation of lithium enolates, the DAAA reaction proceeds through an “”outer sphere”” SN2 type of attack on the π-allylpalladium complex by the enolate. An important difference between the DAAA reaction and the direct allylation of lithium enolates is that in the DAAA reaction, the nucleophile and the electrophile were generated simultaneously. Since the π-allylpalladium cation must serve as the counterion for the enolate, the enolate probably exists as a tight-ion-pair. This largely prevents the common side reactions of enolates associated with the equilibrium between different enolates. The much milder reaction conditions as well as the much broader substrate scope also represent the advantages of the DAAA reaction over the direct allylation of preformed metal enolates.

Shibata, Takanori’s team published research in Asian Journal of Organic Chemistry in 2019 | CAS: 210169-54-3

(S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3) may be used for: rhodium-catalyzed asymmetric formal olefination or cycloaddition of 1,3-dicarbonyl compounds with 1,6-diynes or 1,6-enynes, stereoselective preparation of homoallylic alcohols via Ir-catalyzed stereoselective transfer hydrogenative crotylation of an allylic acetate with alcohols or aldehydesRecommanded Product: 210169-54-3

Recommanded Product: 210169-54-3In 2019 ,《Enantioselective Synthesis of Nine- to Eleven-Membered Cyclic Polyphenylenes Containing Heteroatoms by Catalytic Intramolecular [2+2+2] Cycloaddition》 was published in Asian Journal of Organic Chemistry. The article was written by Shibata, Takanori; Fusamae, Toru; Takano, Hideaki; Sugimura, Natsuhiko; Kanyiva, Kyalo Stephen. The article contains the following contents:

Rh-catalyzed enantioselective intramol. reactions of triynes consisting of 1,6-diyne and 1,10-diyne moieties tethered by sulfur or oxygen and ortho-phenylene moieties proceeded to give chiral tetrabenzoheteronines possessing a nine-membered ring system as [2+2+2] cycloadducts. In the reaction of triynes consisting of 1,6-diyne and 1,11-diyne moieties, sulfur-tethered substrates gave chiral metacyclophanes with an eleven-membered ring system, whereas an oxygen- and sulfur-tethered substrate afforded a tetrabenzo-1,4-oxathiecine with a ten-membered ring system. The mechanisms of the different reaction pathways depending on the heteroatom of the ether were discussed. The results came from multiple reactions, including the reaction of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3Recommanded Product: 210169-54-3)

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Kato, Kodai’s team published research in Angewandte Chemie, International Edition in 2016 | CAS: 210169-54-3

COA of Formula: C38H28O4P2In 2016 ,《Synthesis of β-Boryl-α-Aminosilanes by Copper-Catalyzed Aminoboration of Vinylsilanes》 was published in Angewandte Chemie, International Edition. The article was written by Kato, Kodai; Hirano, Koji; Miura, Masahiro. The article contains the following contents:

A Cu-catalyzed regioselective and stereospecific aminoboration of vinylsilanes with bis(pinacolato)diboron (pinB-Bpin) and hydroxylamines was developed. In the presence of a CuCl/MeO-dppbz catalyst, the boryl group and amino group are incorporated at the β position and α position, resp., and the corresponding β-boryl-α-aminosilanes were obtained with good diastereoselectivity. The boryl group is a good latent functional group, and subsequent manipulations provide a variety of β-functionalized α-aminosilanes of great potential in medicinal chem. Addnl., preliminary application to asym. catalysis is also described. In the experiment, the researchers used (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3COA of Formula: C38H28O4P2)

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Lou, Yazhou’s team published research in Angewandte Chemie, International Edition in 2018 | CAS: 210169-54-3

(S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3) may be used for: regio- and stereoselective preparation of axially chiral arylnaphthalene derivatives via rhodium-catalyzed [2+2+2] cycloaddition of diynes with naphthalenepropynoic acid derivatives or diastereo- and enantioselective hydrogenation of α-amino-β-keto ester hydrochlorides catalyzed by an iridium complex.Computed Properties of C38H28O4P2

In 2018,Lou, Yazhou; Hu, Yutao; Lu, Jiaxiang; Guan, Fanfu; Gong, Gelin; Yin, Qin; Zhang, Xumu published 《Dynamic Kinetic Asymmetric Reductive Amination: Synthesis of Chiral Primary β-Amino Lactams》.Angewandte Chemie, International Edition published the findings.Computed Properties of C38H28O4P2 The information in the text is summarized as follows:

A highly efficient ruthenium-catalyzed asym. reductive amination (ARA) of racemic β-keto lactams with mol. hydrogen and ammonium salts is disclosed for the synthesis of enantiomerically pure primary amino lactams through dynamic kinetic resolution (DKR). By this approach, a range of syn primary β-amino lactams I (R= Me, Et, iso-Pr etc. n= 1, 2) were obtained in high yields with high chemo-, enantio-, and diastereoselectivity (up to 98 % yield, 99 % ee, >20:1 d.r., syn products). The utility of the products has been demonstrated by rapid access to a key synthetic intermediate towards biol. active drug mols. Meanwhile, mechanistic studies and control experiments indicate that the reaction may proceed through the hydrogenation of an iminium intermediate. In the experiment, the researchers used (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3Computed Properties of C38H28O4P2)

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis