chiral-phosphine-ligands| Page 41 of 630 | Chiral phosphine ligands

Brusoe, Andrew T’s team published research in Angewandte Chemie, International Edition in 2011 | 139139-86-9

Angewandte Chemie, International Edition published new progress about Allenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Application In Synthesis of 139139-86-9.

Brusoe, Andrew T.; Alexanian, Erik J. published the artcile< Rhodium(I)-Catalyzed Ene-Allene-Allene [2+2+2] Cycloadditions: Stereoselective Synthesis of Complex trans-Fused Carbocycles>, Application In Synthesis of 139139-86-9, the main research area is eneallene allene rhodium catalyzed cycloaddition; hydrindane decalin stereoselective preparation four contiguous stereocenters; fused carbocycle stereoselective preparation.

The rhodium-catalyzed [2+2+2] cycloaddition of ene-allenes with allenes was utilized for the construction of a variety of trans-fused hydrindanes and decalins in a highly convergent manner, with three σ bonds, two rings, and up to four contiguous stereocenters generated in a regio- and stereoselective fashion.

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

Murai, Masahito’s team published research in Journal of Organic Chemistry in 2015-06-05 | 139139-86-9

Journal of Organic Chemistry published new progress about Cyclization (silylative). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Synthetic Route of 139139-86-9.

Murai, Masahito; Takeshima, Hirotaka; Morita, Haruka; Kuninobu, Yoichiro; Takai, Kazuhiko published the artcile< Acceleration effects of phosphine ligands on the rhodium-catalyzed dehydrogenative silylation and germylation of unactivated C(sp3)-H bonds>, Synthetic Route of 139139-86-9, the main research area is diphosphine ligand rhodium catalysis dehydrogenative silylation germylation.

The current work describes the marked rate of acceleration caused by phosphine ligands on the rhodium-catalyzed dehydrogenative silylation and germylation of unactivated C(sp3)-H bonds. The reactivity was affected by the steric and electronic nature of the phosphine ligands. The use of the bulky and electron-rich diphosphine ligand (R)-DTBM-SEGPHOS was highly effective to yield the dehydrogenative silylation products selectively in the presence of a hydrogen acceptor. An appropriate choice of C2-sym. chiral diphosphine ligand enables the asym. dehydrogenative silylation via the enantioselective desymmetrization of the C(sp3)-H bond. The unprecedented catalytic germylation of C(sp3)-H bonds with dehydrogenation was also examined with the combination of the rhodium complex and a wide bite angle diphosphine ligand to provide the corresponding 2,3-dihydrobenzo[b]germoles in good yield.

Trost, Barry M’s team published research in Angewandte Chemie, International Edition in 2002-09-16 | 152140-65-3

Angewandte Chemie, International Edition published new progress about Allylic alkylation catalysts, stereoselective. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Related Products of 152140-65-3.

Trost, Barry M.; Schroeder, Gretchen M.; Kristensen, Jesper published the artcile< Palladium-catalyzed asymmetric allylic alkylation of α-aryl ketones>, Related Products of 152140-65-3, the main research area is ketone alpha aryl palladium catalyzed asym allylic alkylation; cycloalkanone allylic quaternary asym synthesis.

Quaternary centers were created asym. in high enantiomeric excesses by the proper choice of ligand and metal cation in the Pd-catalyzed asym. allylic alkylation of cyclic α-aryl ketones, e.g. I (n = 1-3; R = Ph, 4-FC6H4, 2-furyl, 2-naphthalenyl, etc.), with formation of allyl cycloalkanones, e.g. II. A broad range of ketone enolates can be tolerated in the reaction, as illustrated by the synthesis of conformationally constrained β-tetralone in 96% ee.

Luo, Hongwen’s team published research in Chemical Science in 2018 | 152140-65-3

Chemical Science published new progress about Allenes Role: RCT (Reactant), RACT (Reactant or Reagent). 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Electric Literature of 152140-65-3.

Luo, Hongwen; Yang, Zheng; Lin, Weilong; Zheng, Yangguangyan; Ma, Shengming published the artcile< A catalytic highly enantioselective allene approach to oxazolines>, Electric Literature of 152140-65-3, the main research area is oxazoline preparation enantioselective; allene aryl iodide coupling cyclization palladium catalyst.

Here, a highly enantioselective palladium-catalyzed coupling-cyclization of readily available N-(buta-2,3-dienyl)amides with aryl or 1-alkenyl iodides has been developed for the asym. construction of oxazoline derivatives I (R1 = Ph, 2-thienyl, 4-FC6H4, etc.; R2 = Ph, 3-MeC6H4, 4-FC6H4, etc.). Many synthetically useful functional groups are tolerated in this reaction. The absolute configuration of the chiral center in the products has been established by X-ray diffraction study. A model for prediction of the absolute configuration of the chiral center in the products from this cyclic enantioselective nucleophilic allylation has been proposed. The synthetic potentials based on the unique structure of the products formed have also been demonstrated.

Batuecas, Maria’s team published research in ACS Catalysis in 2019-06-07 | 139139-93-8

ACS Catalysis published new progress about Arylation, stereoselective. 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Safety of (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl.

Batuecas, Maria; Luo, Junfei; Gergelitsova, Ivana; Kramer, Katrina; Whitaker, Daniel; Vitorica-Yrezabal, Inigo J.; Larrosa, Igor published the artcile< Catalytic Asymmetric C-H Arylation of (η6-Arene)Chromium Complexes: Facile Access to Planar-Chiral Phosphines>, Safety of (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is catalytic asym arylation arene chromium complex mechanism; crystal structure mol planar chiral phosphine preparation.

A catalytic asym. direct C-H arylation of (η6-arene)chromium complexes to obtain planar-chiral compounds is reported. The use of the hemilabile ligand H8-BINAP(O) is key to providing high enantioselectivity in this transformation. We show that this methodol. opens the door to the synthesis of a variety of planar-chiral chromium derivatives which can be easily transformed into planar chiral mono- or diphosphines. Mechanistic studies, including synthesis and characterization of Pd and Ag complexes and their detection in the reaction mixture, suggest a Pd-catalyzed/Ag-promoted catalytic system where Ag carries out the C-H activation step.

He, Cheng-Yu’s team published research in Advanced Synthesis & Catalysis in 2020 | CAS: 256390-47-3

(R)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,4,5-trimethoxyphenyl)phosphine](cas: 256390-47-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. Product Details of 256390-47-3

《Copper-Catalyzed Asymmetric Borylative Cyclization of Cyclohexadienone-Containing 1,6-Dienes》 was published in Advanced Synthesis & Catalysis in 2020. These research results belong to He, Cheng-Yu; Li, Qing-Hua; Wang, Xin; Wang, Feng; Tian, Ping; Lin, Guo-Qiang. Product Details of 256390-47-3 The article mentions the following:

Due to the low reactivity of 1,6-dienes and the challenge of selectively differentiating such two olefins, the development of metal-catalyzed asym. cyclization of 1,6-dienes remains largely underdeveloped. Herein, the authors describe the 1st Cu(I)-catalyzed asym. borylative cyclization of cyclohexadienone-tethered terminal alkenes (1,6-dienes) via a tandem process: the regioselective borocupration of the electron-rich terminal alkene and subsequent conjugate addition of stereospecific secondary alkyl-Cu(I) to the electron-deficient cyclohexadienone, affording enantioenriched bicyclic skeletons bearing three contiguous stereocenters in all cis-form. Meanwhile, this mild catalytic protocol is generally compatible with a wide range of functional groups, which allows further facile conversion of the cyclization products.(R)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,4,5-trimethoxyphenyl)phosphine](cas: 256390-47-3Product Details of 256390-47-3) was used in this study.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Xia, Yun-Tao’s team published research in Catalysis Science & Technology in 2017 | CAS: 210169-54-3

(S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3) is a chelating ligand used to prepare coordination complex catalysts, such as its use in Pd catalysts for the enantioselective synthesis of spiro- or benzofused hetereocycles with exocyclic olefins via enantioselective intramolecular dearomative Heck reaction of indoles, benzofurans, pyrroles and furans.SDS of cas: 210169-54-3

In 2017,Xia, Yun-Tao; Ma, Jing; Wang, Xiao-Dong; Yang, Lei; Wu, Lei published 《Enantioselective hydrogenation of N-heteroaromatics catalyzed by chiral diphosphine modified binaphthyl palladium nanoparticles》.Catalysis Science & Technology published the findings.SDS of cas: 210169-54-3 The information in the text is summarized as follows:

The first application of binaphthyl-stabilized palladium nanoparticles (Bin-PdNPs) with chiral modifiers in asym. hydrogenation of N-heteroaromatics was revealed. With an appropriate ratio of R-BINAP/Bin-PdNPs used, the pre-prepared chiral nanocatalyst achieved asym. hydrogenations of 2-substituted quinolines with good to excellent yields and moderate enantioselectivities, which showed superior catalytic properties to the R-BINAP/Pd complex. Moreover, this protocol was also applicable to 2-substituted indoles. The experimental process involved the reaction of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3SDS of cas: 210169-54-3)

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Jiao, Yunzhe’s team published research in Catalysis Science & Technology in 2017 | 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 aldehydesProduct Details of 210169-54-3

In 2017,Jiao, Yunzhe; Torne, Marta Serrano; Gracia, Jose; Niemantsverdriet, J. W.; van Leeuwen, Piet W. N. M. published 《Ligand effects in rhodium-catalyzed hydroformylation with bisphosphines: steric or electronic?》.Catalysis Science & Technology published the findings.Product Details of 210169-54-3 The information in the text is summarized as follows:

Twelve com. available bisphosphine ligands were evaluated in rhodium-catalyzed hydroformylation reactions. All ligands exhibited high chemoselectivities for aldehyde formation. The highest enantioselectivity (53% ee) of styrene hydroformylation was achieved with (S)-BTFM-Garphos (L7) substituted with electron withdrawing substituents. High pressure NMR (HP-NMR) spectroscopy and in situ high pressure IR spectroscopy (HP-IR) were used to study the resting states of the catalyst species in the reactions. The ligand effect on the structures of the observable species was examined Both electronic and steric factors were considered to contribute to the performance of the various ligands. Decreasing the phosphine basicity increased the enantioselectivity, while in the systems studied here the steric character plays a less important role than the electronic features in achieving good regioselectivities. After reading the article, we found that the author used (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3Product Details of 210169-54-3)

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Porwanski, Stanislaw’s team published research in Carbohydrate Research in 2014 | CAS: 960128-64-7

(R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas:960128-64-7) is one of aminophosphine type ligands. An increased interest in aminophosphine type ligands used for asymmetric synthesis has been witnessed.Computed Properties of C22H22NP This growth in popularity of aminophosphine ligands in asymmetric synthesis is in part due to the growing number of convenient synthetic pathways leading to useful ligand sets.

Porwanski, Stanislaw published an article in Carbohydrate Research. The title of the article was 《New ureas containing glycosyl and diphenylphosphinyl scaffolds: synthesis and the first attempts to use them in asymmetric synthesis》.Computed Properties of C22H22NP The author mentioned the following in the article:

Chiral ureas containing glycosyl and diphenylphosphinyl scaffolds, e.g. I, were found to be an effective organocatalyst. They were synthesized in high yields by a one-pot tandem Staudinger/aza-Wittig coupling reaction. The first attempts of using them in asym. synthesis are presented. Yields of the Morita-Baylis-Hillman reaction were moderate with an enantiomeric excess of up to 80%. In the part of experimental materials, we found many familiar compounds, such as (R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas: 960128-64-7Computed Properties of C22H22NP)

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Li, Guanlin’s team published research in Chemistry – A European Journal in 2022 | CAS: 210169-54-3

In 2022,Li, Guanlin; Zhao, Ling; Luo, Yicong; Peng, Youbin; Xu, Kai; Huo, Xiaohong; Zhang, Wanbin published an article in Chemistry – A European Journal. The title of the article was 《Stereodivergent Desymmetrization of Simple Dicarboxylates via Branch-Selective Pd/Cu Catalyzed Allylic Substitution》.Category: chiral-phosphine-ligands The author mentioned the following in the article:

Asym. desymmetrization has been demonstrated to be a powerful strategy for building stereocenters in asym. synthesis. Herein, a Pd/Cu catalyzed asym. desymmetrization reaction with a simple geminal dicarboxylate is reported. A wide scope of imino esters bearing an aryl or heteroaromatic group were compatible with this bimetallic catalytic system. The reactions proceeded smoothly, giving the desired products in good yields with high to excellent regio-, diastereo-, and enantioselectivity (up to 20 : 1 branched:linear, >20 : 1 dr, >99% ee). Notably, the reaction favored branched selectivity, which is unusual for the Pd-catalyzed allylic alkylation reaction. In addition, the standard product could be easily transformed to other valuable mols. such as chiral allylic alcs., carbamates, and organic boron compounds Furthermore, DFT calculations were conducted to explain the origin of the branched selectivity. The results came from multiple reactions, including the reaction of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3Category: chiral-phosphine-ligands)

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis