Arteaga, Fernando Arteaga’s team published research in Organic Letters in 2016 | 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. Application of 256390-47-3

Application of 256390-47-3On May 20, 2016 ,《Direct Catalytic Asymmetric Mannich-Type Reaction of Alkylamides》 appeared in Organic Letters. The author of the article were Arteaga, Fernando Arteaga; Liu, Zijian; Brewitz, Lennart; Chen, Jianyang; Sun, Bo; Kumagai, Naoya; Shibasaki, Masakatsu. The article conveys some information:

Direct enolate formation coupled with subsequent enantioselective C-C bond formation remains a topic of intense interest in asym. catalysis. This methodol. is achieved even with low acidic amides without an electron-withdrawing group at the α-position in the context of a Mannich-type reaction. Acetate-, propionate-, and butyrate-type 7-azaindoline amides served as enolate precursors to afford the desired Mannich adducts with high stereoselectivity, e.g., anti-adducts I (R1 = Ph, 4-MeC6H4, 3-furyl, etc.), and ligand-enabled diastereo-divergency provided access to both anti/syn diastereomers. The facile transformation of the amide moiety ensures the synthetic utility of the Mannich adducts. In the experimental materials used by the author, we found (R)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis[bis(3,4,5-trimethoxyphenyl)phosphine](cas: 256390-47-3Application of 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. Application of 256390-47-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Guo, Rongwei’s team published research in Journal of Organic Chemistry in 2010 | CAS: 286454-86-2

(S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas:286454-86-2) is one of aminophosphine type ligands. An increased interest in aminophosphine type ligands used for asymmetric synthesis has been witnessed.Synthetic Route of C18H24NP 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.

Guo, Rongwei; Lu, Shuiming; Chen, Xuanhua; Tsang, Chi-Wing; Jia, Wenli; Sui-Seng, Christine; Amoroso, Dino; Abdur-Rashid, Kamaluddin published an article on February 5 ,2010. The article was titled 《Synthesis of Chiral Aminophosphines from Chiral Aminoalcohols via Cyclic Sulfamidates》, and you may find the article in Journal of Organic Chemistry.Synthetic Route of C18H24NP The information in the text is summarized as follows:

Protic aminophosphines with multiple chiral centers were synthesized in good yields and high purity by the nucleophilic ring-opening of N-protected cyclic sulfamidates with metal phosphides, followed by hydrolysis and deprotection. This synthetic approach is clean, scalable, and high yielding. The method provides an efficient alternative route for the synthesis of chiral aminophosphines. In the experiment, the researchers used (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2Synthetic Route of C18H24NP)

(S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas:286454-86-2) is one of aminophosphine type ligands. An increased interest in aminophosphine type ligands used for asymmetric synthesis has been witnessed.Synthetic Route of C18H24NP 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.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Xiao, Xiong’s team published research in Chemistry – A European Journal in 2021 | 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.Application In Synthesis of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole

Xiao, Xiong; Yu, Zhi-Xiang published their research in Chemistry – A European Journal in 2021. The article was titled 《Co-Catalyzed Asymmetric Intramolecular [3+2] Cycloaddition of Yne-Alkylidenecyclopropanes and its Reaction Mechanism》.Application In Synthesis of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole The article contains the following contents:

Developing new transition metal-catalyzed asym. cycloadditions for the synthesis of five-membered carbocycles (FMCs) is a research frontier in reaction development due to the ubiquitous presence of chiral FMCs in various functional mols. Reported here is our discovery of a highly enantioselective intramol. [3+2] cycloaddition of yne-alkylidenecyclopropanes (yne-ACPs) to bicyclo[3.3.0]octadiene, e.g., I, and bicyclo[4.3.0]nonadiene mols. using a cheap Co catalyst and com. available chiral ligand (S)-Xyl-BINAP. This reaction avoids the use of precious Pd and Rh catalysts, which are usually the choices for [3+2] reactions with ACPs. The enantiomeric excess in the present reaction can be up to 92%. Cationic cobalt(I) species was suggested by experiments as the catalytic species. DFT calculations showed that this [3+2] reaction starts with oxidative cyclometallation of alkyne and ACP, followed by ring opening of the cyclopropyl (CP) group and reductive elimination to form the cycloadduct. This mechanism is different from previous [3+2] reactions of ACPs, which usually start from CP cleavage, not from oxidative cyclization. The results came from multiple reactions, including the reaction of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3Application In Synthesis of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole)

(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.Application In Synthesis of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

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.

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.

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

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.

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.

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

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.

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.

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.

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.

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

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.

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.

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

Wang, Yan-zi’s team published research in Journal of Membrane Science in 2016-09-15 | 606-68-8

Journal of Membrane Science published new progress about Biochemical reaction kinetics. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Safety of ((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.

Wang, Yan-zi; Zhao, Zhi-ping; Li, Man-feng; Chen, Yong-zhen; Liu, Wen-fang published the artcile< Development of a hollow fiber membrane micro-reactor for biocatalytic production of formate from CO2>, Safety of ((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 hollow fiber membrane bioreactor formate carbon dioxide.

A hollow fiber membrane (HFM) micro-reactor was developed for the conversion of CO2 to formate for the first time by combining hydrophobic polymer HFMs as a gas distributor and modified polyethylene (PE) HFMs for enzyme immobilization in the same module. The effects of the ventilation mode, polymer type and parameters of bubbling membrane, gas velocity and configurational parameters of the HFM module on the reaction were investigated. Using HFM for aeration, the specific activity of enzyme increased, and the Michaelis constant decreased remarkably. For most membranes investigated, when the porosity and pore size of the aerating membrane increased, the reaction rate initially increased and later decreased. The maximum rate was achieved with PE when the porosity was 50% and the pore size was 0.625 μm. For the membranes made of the same type of polymer, a higher value for the contact angle corresponded with a higher reaction rate. Upgrading the number of bubbling HFMs and packing d. intensified the reaction. The optimum upstream gas velocity decreased as the bubbling HFM number increased. The HFM number for bearing enzyme and the height-diameter ratio of the module had no significant effects on the reaction. HFM-attached enzyme showed excellent reusability and storage stability.

Journal of Membrane Science published new progress about Biochemical reaction kinetics. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Safety of ((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.

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

Santos, Erika Cristina dos’s team published research in Theriogenology in 2021-10-01 | 606-68-8

Theriogenology published new progress about Adaptation, animal (zygote). 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, SDS of cas: 606-68-8.

Santos, Erika Cristina dos; Fonseca, Aldcejam Martins da Junior; Lima, Camila Bruna de; Ispada, Jessica; Silva, Joao Vitor Alcantara da; Milazzotto, Marcella Pecora published the artcile< Less is more: Reduced nutrient concentration during in vitro culture improves embryo production rates and morphophysiology of bovine embryos>, SDS of cas: 606-68-8, the main research area is bovine embryo embryonic culture supplementation media; Bovine; Culture media; ECS media; Embryo.

Reproducing the environment to which the embryo is naturally exposed may be an alternative to improve viability of embryos produced in vitro. In the first part of this work, we describe a novel culture media, namely Embryonic Culture Supplementation (ECS100). The composition of this media was based on the contents of carbohydrates and amino acids found in oviductal and uterine fluids. Because it was a new formulation, we investigated the performance of ECS100 in comparison with conventionally used SOFaa, and possible benefits to embryo development. Embryo production rates (cleavage, morula and blastocyst conversion, blastocyst and hatching rates) and morphophysiol. parameters (total cell number, cell allocation, Mitochondrial membrane potential (MMP), Reactive Oxygen Species (ROS), NADH, FAD+ and ATP content) were similar between ECS100 and SOFaa. Next, we tested if a reduction of ECS100 concentration could pos. contribute to embryo viability by resembling the more dynamic availability of nutrients that reach the embryos in vivo. Therefore, embryos were cultured in ECS100 or in its serial dilution (ECS75, 50 and 25). Despite the fact that the lowest concentration (ECS25) still supported blastocyst formation, halving the concentration of metabolites (ECS50) actually improved embryo production rates. Thus, embryos produced in ECS100 or ECS50 were submitted to further analyzes on Days 4 and 7. Embryos cultured in ECS50 presented better developmental rates and morphophysiol. profile than embryos cultured in ECS100. Addnl., physiol. traits (MMP, ROS and NADH levels) of embryos cultured in ECS50 presented the expected pattern for embryos produced in vivo. In conclusion, we presented a novel, more personalized and effective culture media for bovine IVP embryos. And although the ECS media formulation was based on the contents of female reproductive fluids, it is worth mentioning that adaptations must be specifically directed for in vitro conditions rather than reproduced exactly from in vivo state.

Theriogenology published new progress about Adaptation, animal (zygote). 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, SDS of cas: 606-68-8.

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