Lou, Yan-Peng’s team published research in Organic Letters in 2015 | 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.Formula: 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.

Lou, Yan-Peng; Zheng, Chang-Wu; Pan, Ren-Ming; Jin, Qiao-Wen; Zhao, Gang; Li, Zhong published an article on February 6 ,2015. The article was titled 《Enantioselective Direct Mannich Reactions of Cyclic β-Ketoesters Catalyzed by Chiral Phosphine via a Novel Dual-Reagent Catalysis》, and you may find the article in Organic Letters.Formula: C18H24NP The information in the text is summarized as follows:

A combination of an amino acid derived chiral phosphine catalyst and Me acrylate efficiently catalyzed the direct Mannich reaction of cyclic β-ketoesters and N-Boc-aldimines. The dual-reagent catalysis was presumed to function through the formation of a zwitterion, which catalyzed the reaction with excellent stereocontrol via a hydrogen-bonding assisted chiral ion-pair pathway. After reading the article, we found that the author used (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2Formula: 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.Formula: 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

Cruche, Corentin’s team published research in ACS Catalysis 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.Category: chiral-phosphine-ligands

Cruche, Corentin; Neiderer, William; Collins, Shawn K. published their research in ACS Catalysis in 2021. The article was titled 《Heteroleptic Copper-Based Complexes for Energy-Transfer Processes: E → Z Isomerization and Tandem Photocatalytic Sequences》.Category: chiral-phosphine-ligands The article contains the following contents:

Energy-transfer processes involving copper complexes are rare. Using an optimized heteroleptic copper complex, Cu(bphen)(XantPhos)BF4, photosensitized E → Z isomerization of olefins is demonstrated. The XantPhos ligand afforded sensitizers with improved catalyst stability, while the bphen ligand lengthened the excited-state lifetime. A series of 25 di- and trisubstituted alkenes underwent photoisomerization, including macrocycles and 1,3-enynes. Cu(bphen)(XantPhos)BF4 could also be employed in a tandem ATRA/photoisomerization process employing arylsulfonyl chlorides, an example of photoisomerization with halide-substituted olefins. After reading the article, we found that the author used (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3Category: chiral-phosphine-ligands)

(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.Category: chiral-phosphine-ligands

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Schulten, Hans Rolf’s team published research in Fresenius’ Zeitschrift fuer Analytische Chemie in 1985-07-31 | 606-68-8

Fresenius’ Zeitschrift fuer Analytische Chemie published new progress about Fast atom bombardment mass spectrometry. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Related Products of 606-68-8.

Schulten, Hans Rolf; Schiebel, Hans Martin published the artcile< Mass spectrometry of nucleotides, VIII. Field desorption and fast atom bombardment mass spectrometry of pyridine nucleotides and nucleoside triphosphates>, Related Products of 606-68-8, the main research area is mass spectrometry pyridine nucleotide; nucleoside triphosphate mass spectrometry.

The title mass spectra, e.g., of NMN (free acid), dihydronicotinamide adenine dinucleotide (di-Na salt), NADP (di-Na salt) and ATP (di-Na salt) are reported. The field-desorption and fast-atom-bombardment mass spectrometry of these biol. active phosphates are compared. A critical evaluation of the merits and pitfalls of both soft ionization methods for the investigation of pyridine nucleotides and nucleosides phosphates is given. The exptl. difficulties for ionic desorption of organic phosphates in field-desorption mass spectrometry and the basic problems of chem. noise as well as matrix/substance interaction in fast-atom-bombardment mass spectrometry are discussed.

Fresenius’ Zeitschrift fuer Analytische Chemie published new progress about Fast atom bombardment mass spectrometry. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Related Products of 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

Cera, Gianpiero’s team published research in Organic Letters in 2012-03-02 | 325168-88-5

Organic Letters published new progress about Chiral ligands Role: CAT (Catalyst Use), USES (Uses). 325168-88-5 belongs to class chiral-phosphine-ligands, and the molecular formula is C48H50P2, Quality Control of 325168-88-5.

Cera, Gianpiero; Chiarucci, Michel; Mazzanti, Andrea; Mancinelli, Michele; Bandini, Marco published the artcile< Enantioselective gold-catalyzed synthesis of polycyclic indolines>, Quality Control of 325168-88-5, the main research area is furoindoline enantioselective preparation; dihydropyranylindoline enantioselective preparation; hydroxyalkynylindole preparation intramol cyclization gold catalyst.

The synthesis of architecturally complex polycyclic fused indolines is achieved in a chemo-, regio-, and stereodefined manner, via an enantioselective gold-catalyzed cascade hydroindolination/iminium trapping synthetic sequence. Highly functionalized tetracyclic fused furoindolines and dihydropyranylindolines are synthesized in moderate to good yields and enantiomeric excesses of up to 87%.

Organic Letters published new progress about Chiral ligands Role: CAT (Catalyst Use), USES (Uses). 325168-88-5 belongs to class chiral-phosphine-ligands, and the molecular formula is C48H50P2, Quality Control of 325168-88-5.

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

Shibata, Takanori’s team published research in Synlett in 2010-05-12 | 139139-93-8

Synlett published new progress about Alkadienes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Synthetic Route of 139139-93-8.

Shibata, Takanori; Otomo, Mayumi; Endo, Kohei published the artcile< Enantioselective intramolecular [2+2+2] cycloaddition of dienynes for the construction of adjacent three chiral centers>, Synthetic Route of 139139-93-8, the main research area is dienyne enantioselective intramol cycloaddition rhodium catalyst; chiral multicyclic cyclohexene asym synthesis.

A chiral Rh catalyst realized the intramol. [2+2+2] cycloaddition of yne-ene-enes, and chiral multicyclic cyclohexenes with adjacent three chiral centers were afforded with high to excellent ee.

Synlett published new progress about Alkadienes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Synthetic Route of 139139-93-8.

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

Xiao, Xiong’s team published research in Chemistry – A European Journal in 2021-04-28 | 139139-93-8

Chemistry – A European Journal published new progress about [3+2] Cycloaddition reaction catalysts. 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Name: (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl.

Xiao, Xiong; Yu, Zhi-Xiang published the artcile< Co-Catalyzed Asymmetric Intramolecular [3+2] Cycloaddition of Yne-Alkylidenecyclopropanes and its Reaction Mechanism>, Name: (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is alkylidenecyclopropanes cobalt catalyst enantioselective cycloaddition mechanism DFT; carbocycle stereoselective preparation; alkylidenecyclopropanes; carbocycles; cobalt; homogeneous catalysis; reaction mechanisms.

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.

Chemistry – A European Journal published new progress about [3+2] Cycloaddition reaction catalysts. 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Name: (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

Aida, Yukimasa’s team published research in Organic Letters in 2016-06-03 | 139139-86-9

Organic Letters published new progress about [2+2+2] Cycloaddition reaction (stereoselective). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Computed Properties of 139139-86-9.

Aida, Yukimasa; Sugiyama, Haruki; Uekusa, Hidehiro; Shibata, Yu; Tanaka, Ken published the artcile< Rhodium-Catalyzed Asymmetric [2 + 2 + 2] Cycloaddition of α,ω-Diynes with Unsymmetrical 1,2-Disubstituted Alkenes>, Computed Properties of 139139-86-9, the main research area is rhodium catalyzed asym cycloaddition diyne unsym alkene; axial chiral biaryl phosphine rhodium complex cycloaddition catalyst; multicyclic compound enantioselective preparation.

It has been established that a cationic rhodium(I)/axially chiral biaryl bisphosphine complex catalyzes the asym. [2 + 2 + 2] cycloaddition of α,ω-diynes with electron-rich and unstrained unsym. 1,2-disubstituted alkenes to give chiral multicyclic compounds with good yields and ee values. Interestingly, enantioselectivity highly depends on the structures of α,ω-diynes used presumably due to the presence of two distinct reaction pathways.

Organic Letters published new progress about [2+2+2] Cycloaddition reaction (stereoselective). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Computed Properties 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

Tanaka, Ken’s team published research in Angewandte Chemie, International Edition in 2004-12-03 | 139139-93-8

Angewandte Chemie, International Edition published new progress about Alkynyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Synthetic Route of 139139-93-8.

Tanaka, Ken; Nishida, Goushi; Wada, Azusa; Noguchi, Keiichi published the artcile< Enantioselective synthesis of axially chiral phthalides through cationic [RhI(H8-BINAP)]-catalyzed cross alkyne cyclotrimerization>, Synthetic Route of 139139-93-8, the main research area is enantioselective synthesis axially chiral phthalide cationic rhodium alkyne cyclization; crystal mol structure axially chiral chlorophenyl hydroxymethyl isobenzofuranone preparation; asym synthesis axially chiral isobenzofuranone aryl hydroxymethyl preparation.

Easy access to axially chiral phthalides that bear one or two oxymethylene functionalities is provided by an enantioselective cross alkyne cyclotrimerization in the presence of the cationic complex [RhI[(S)H8-BINAP]]+. The catalyst, [(1,2,5,6-η)-1,5-cyclooctadiene][(1S)-(5,5′,6,6′,7,7′,8,8′-octahydro[1,1′-binaphthalene]-2,2′-diyl)bis[diphenylphosphine]-P,P’]rhodium(1+) tetrafluoroborate(1-), was prepared using [(1S)-5,5′,6,6′,7,7′,8,8′-octahydro[1,1′-binaphthalene]-2,2′-diyl]bis[diphenylphosphine] and bis[(1,2,5,6-η)-1,5-cyclooctadiene]rhodium tetrafluoroborate(1-) as precursors. The axial chirality is introduced during the formation of the benzene ring with high enantioselectivity. For example, the stereoselective cyclotrimerization of 3-(2-methylphenyl)-2-propynoic acid 2-propynyl ester (I) with 2-butyne-1,4-diol diacetate gave (+)-(7R)-5,6-bis[(acetyloxy)methyl]-7-(2-methyl)-1(3H)-isobenzofuranone (II).

Angewandte Chemie, International Edition published new progress about Alkynyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Synthetic Route of 139139-93-8.

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

Palka, Katarzyna’s team published research in Nukleonika in 2012 | 606-68-8

Nukleonika published new progress about Homo sapiens. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, HPLC of Formula: 606-68-8.

Palka, Katarzyna; Kanska, Marianna published the artcile< Enzymatic reductive amination of p-hydroxy- and phenylpyruvic acids as a method of synthesis of L-tyrosine and L-phenylalanine labelled with deuterium and tritium>, HPLC of Formula: 606-68-8, the main research area is enzymic reductive amination hydroxy phenylpyruvic acid labeled tyrosine phenylalanine.

We report the synthesis of isotopomers of L-phenylalanine and L-tyrosine selectively labeled with hydrogen isotopes in the 2-position of the side chain. The deuterium or tritium label was introduced using reductive amination activity of enzyme L-phenylalanine dehydrogenase (EC 1.4.1.20). This way p-phenylpyruvic acid was converted into [2-2H]-, [2-3H]-, and doubly labeled [2-2H/3H]-isotopomers of L-phenylalanine, using deuteriated, tritiated, and mixed (DTO) incubation media, resp. Similarly, p-hydroxyphenylpyruvic acid was converted into [2-2H]-, [2-3H]-, and [2-2H/3H]-L-tyrosine. Deuterium labeled isotopomers of L-phenylalanine and L-tyrosine can be used as markers in the investigation of abnormal metabolism of these amino acids observed in patients with inborn genetic diseases such as phenylketonuria and tyrosinemia.

Nukleonika published new progress about Homo sapiens. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, HPLC of Formula: 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

Tanaka, Ken’s team published research in Angewandte Chemie, International Edition in 2008 | 139139-86-9

Angewandte Chemie, International Edition published new progress about Alkenynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (1,6-). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Computed Properties of 139139-86-9.

Tanaka, Ken; Otake, Yousuke; Sagac, Hiromi; Noguchi, Keiichi; Hirano, Masao published the artcile< Highly regio-, diastereo-, and enantioselective [2 + 2 + 2] cycloaddition of 1,6-enynes with electron-deficient ketones catalyzed by a cationic RhI/H8-binap complex>, Computed Properties of 139139-86-9, the main research area is enyne stereoselective cyclocondensation keto ester amide diketone; rhodium BINAP regioselective diastereoselective enantioselective cycloaddition ortho functionalization; pyran dihydro heterocycle fused regioselective stereoselective preparation; ketone aryl ortho functionalization enyne rhodium catalyst.

A cationic RhI/H8-binap complex catalyzed regio-, diastereo-, and enantioselective [2 + 2 + 2] cycloaddition of 1,6-enynes with electron-deficient ketones to form fused dihydropyrans containing two quaternary carbon centers, e.g., I, is reported. Electron-rich aryl ketones react with 1,6-enynes in the presence of the same catalyst to give ortho-functionalized aryl ketones with excellent regio- and enantioselectivity.

Angewandte Chemie, International Edition published new progress about Alkenynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (1,6-). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Computed Properties 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