Category: 139139-86-9

Wada, Azusa; Noguchi, Keiichi; Hirano, Masao; Tanaka, Ken published the artcile< Enantioselective Synthesis of C2-Symmetric Spirobipyridine Ligands through Cationic Rh(I)/Modified-BINAP- Catalyzed Double [2 + 2 + 2] Cycloaddition>, HPLC of Formula: 139139-86-9, the main research area is bis diynenitrile rhodium chiral Segphos BINAP enantioselective double cycloaddition; sym spirobipyridine stereoselective preparation ligand; enantioselective double cycloaddition catalyst rhodium chiral Segphos BINAP.

Enantioenriched C2-sym. spirobipyridine ligands were efficiently synthesized through a cationic rhodium(I)/(R)-Segphos or (R)-H8-BINAP complex-catalyzed enantioselective intramol. double [2 + 2 + 2] cycloaddition of bis-diynenitriles.

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

Shintani, Ryo; Duan, Wei-Liang; Hayashi, Tamio published the artcile< Rhodium-Catalyzed Asymmetric Construction of Quaternary Carbon Stereocenters: Ligand-Dependent Regiocontrol in the 1,4-Addition to Substituted Maleimides>, Reference of 139139-86-9, the main research area is rhodium complex asym addition reaction regioselectivity enantioselectivity; arylboronic acid maleimide asym addition reaction.

A rhodium-catalyzed asym. 1,4-addition of arylboronic acids of formula ArB(OH)2 (Ar = Ph, 2-naphthyl, 2-methylphenyl, 4-methoxyphenyl, 4-fluorophenyl) to substituted maleimides (I; R = Et, Me, i-Pr) has been described. The regioselectivity in this reaction is controlled by the choice of ligand (dienes or bisphosphines), and 1,4-adducts with a quaternary stereocenter (II; Ar, R = same as above) can be obtained with high regio- and enantioselectivity over 1,4-adducts with a secondary carbon center (III; Ar, R = same as above) by the use of (R)-H8-BINAP (IV). For example, I (R = Et), 3.0 equiv phenylboronic acid, 2.5 mol% divinylrhodium chloride dimer, IV (Rh/ligand = 1:1), and 0.5 equiv KOH were stirred in a 10:1 mixture of dioxane and water at 50° for 3 h to give a 87:13 mixture of II (Ar = Ph, R = Et) and III (Ar = Ph, R = Et) in 98% yield.

Journal of the American Chemical Society published new progress about Boronic acids Role: RCT (Reactant), RACT (Reactant or Reagent) (arylboronic acids). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Reference 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, Duo-Sheng; Chen, Qing-An; Li, Wei; Yu, Chang-Bin; Zhou, Yong-Gui; Zhang, Xumu published the artcile< Pd-Catalyzed Asymmetric Hydrogenation of Unprotected Indoles Activated by Bronsted Acids>, Formula: C44H40P2, the main research area is indoline asym preparation reaction mechanism; unprotected indole asym hydrogenation palladium catalyst Bronsted acid activator; dynamic kinetic resolution.

The first highly enantioselective hydrogenation of simple indoles was developed with a Bronsted acid as an activator to form the iminium intermediate in situ, which was hydrogenated using Pd(OCOCF3)2/(R)-H8-BINAP catalyst system with up to 96% ee. The present method provides an efficient route to enantioenriched 2-substituted, e.g., I and 2,3-disubstituted indolines.

Journal of the American Chemical Society published new progress about Bronsted acids Role: CAT (Catalyst Use), USES (Uses). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Formula: C44H40P2.

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

Shibuya, Tetsuro; Nakamura, Kyosuke; Tanaka, Ken published the artcile< Cationic gold(I) axially chiral biaryl bis[phosphine] complex-catalyzed atroposelective synthesis of heterobiaryls>, Related Products of 139139-86-9, the main research area is heterobiaryl atropisomer preparation; naphthopyran benzoquinoline naphthalenyl biaryl atropisomer preparation; asymmetric catalysis; axial chirality; gold; heterobiaryls; hydroarylation.

It has been established that a cationic gold(I)/(R)-DTBM-Segphos or (R)-BINAP complex catalyzes an atroposelective intramol. hydroarylation of alkynes leading to enantioenriched axially chiral 4-aryl-2-quinolinones and 4-(aryl)coumarins and the synthesis of the target compounds was achieved with up to 61% ee.

Beilstein Journal of Organic Chemistry published new progress about Atropisomers. 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Related Products 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

Yu, Chang-Bin; Wang, Jie; Zhou, Yong-Gui published the artcile< Facile synthesis of chiral indolines through asymmetric hydrogenation of in situ generated indoles>, Recommanded Product: (R)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is indoline enantioselective preparation; butoxycarbonyloxoalkylaniline cascade condensation hydrogenation.

A concise and enantioselective procedure for the synthesis of optically active indolines I [R = Me, n-Bu, Bn, etc.; R1 = H, 2-Me, 2-OMe, 4-OMe, 2,4-di-Me] was developed through intramol. condensation, deprotection and palladium-catalyzed asym. hydrogenation in a one-pot process with up to 96% ee. A strong Bronsted acid played an important role in both the formation of indoles and asym. hydrogenation process. This strategy could be scaled-up with excellent reactivity and enantioselectivity.

Organic Chemistry Frontiers published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Recommanded Product: (R)-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

Kashima, Kenichi; Ishii, Masahiro; Tanaka, Ken published the artcile< Synthesis of Pyridylphosphonates by Rhodium-Catalyzed [2+2+2] Cycloaddition of 1,6- and 1,7-Diynes with Diethyl Phosphorocyanidate>, Quality Control of 139139-86-9, the main research area is diyne cycloaddition enantioselective phosphorocyanidate preparation pyridylphosphonate fluorescence.

The convenient and atom-economical synthesis of substituted bicyclic pyridylphosphonates was achieved by the cationic Rh(I)/H8-binap-complex-catalyzed [2+2+2] cycloaddition of 1,6- and 1,7-diynes with di-Et phosphorocyanidate. These reactions may proceed via an azarhodacyclopentadiene intermediate in addition to the rhodacyclopentadiene intermediate.

European Journal of Organic Chemistry published new progress about Alkadiynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Quality Control 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

Oonishi, Yoshihiro; Masusaki, Shuichi; Sakamoto, Shunki; Sato, Yoshihiro published the artcile< Rhodium(I)-Catalyzed Enantioselective Cyclization of Enynes by Intramolecular Cleavage of the Rh-C Bond by a Tethered Hydroxy Group>, Safety of (R)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is acyl heterocyclic compound enantioselective preparation; enynol preparation enantioselective cyclization rhodium catalyst; cyclization; enantioselectivity; enyne; rhodium; σ-bond metathesis.

Rhodium(I)-catalyzed enantioselective intramol. cyclization of enynes having a hydroxy group in the tether was investigated, and various cyclic compounds possessing a chiral quaternary carbon center were obtained in high yields with high ees. In this cyclization, a Rh-C(sp2) bond in the rhodacyclopentene intermediate, which was formed by enantioselective oxidative cycloaddition of enynes to a chiral rhodium(I) complex, was intramolecularly cleaved by σ-bond metathesis of a tethered O-H bond in the substrate. Furthermore, it was found that the cyclic compounds were obtained with high ees even when the starting materials having a racemic secondary alc. moiety were used in this reaction.

Angewandte Chemie, International Edition published new progress about Alcohols, unsaturated 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, Safety of (R)-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

Shintani, Ryo; Maciver, Eleanor E.; Tamakuni, Fumiko; Hayashi, Tamio published the artcile< Rhodium-Catalyzed Asymmetric Synthesis of Silicon-Stereogenic Dibenzooxasilines via Enantioselective Transmetalation>, Recommanded Product: (R)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is rhodium catalyzed asym synthesis dibenzooxasiline enantioselective transmetalation; diarylsilylbiphenylol preparation rhodium diphosphine catalyzed cyclization enantioselectivity; crystal mol structure dibenzooxasiline.

A rhodium-catalyzed asym. synthesis of silicon-stereogenic dibenzooxasilines has been developed. High enantioselectivities have been achieved by employing (S,S)-Me-Duphos as the ligand through “”enantioselective transmetalation””.

Journal of the American Chemical Society published new progress about Crystal structure. 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Recommanded Product: (R)-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

Shintani, Ryo; Takano, Ryo; Nozaki, Kyoko published the artcile< Rhodium-catalyzed asymmetric synthesis of silicon-stereogenic silicon-bridged arylpyridinones>, Category: chiral-phosphine-ligands, the main research area is rhodium catalyzed asym synthesis silicon stereogenic bridged arylpyridinone; cycloaddition silyl prochiral triyne isocyanate rhodium catalyzed; alkynyl benzopyridosilacyclopentene preparation crystal mol structure.

A rhodium-catalyzed regio- and enantioselective synthesis of silicon-stereogenic silicon-bridged arylpyridinones has been developed through [2 + 2 + 2] cycloaddition of silicon-containing prochiral triynes with isocyanates. High yields and enantioselectivities have been achieved by employing an axially chiral monophosphine ligand, and this process could be applied to catalytic asym. synthesis of silicon-stereogenic chiral polymers for the first time. The reaction mechanism of the present catalysis has also been exptl. investigated to establish a reasonable catalytic cycle, advancing the mechanistic understanding of the rhodium-catalyzed pyridinone synthesis by [2 + 2 + 2] cycloaddition reactions.

Chemical Science published new progress about [2+2+2] Cycloaddition reaction. 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Category: chiral-phosphine-ligands.

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; Nishida, Goushi; Ogino, Masakazu; Hirano, Masao; Noguchi, Keiichi published the artcile< Enantioselective synthesis of axially chiral biaryls through rhodium-catalyzed complete intermolecular cross-cyclotrimerization of internal alkynes>, Product Details of C44H40P2, the main research area is alkyne acetylenedicarboxylate cross cyclotrimerization rhodium BINAP; biaryl asym preparation; benzenetetracarboxylate preparation.

A cationic rhodium(I)/H8-BINAP complex-catalyzed complete intermol. cross-cyclotrimerization of internal alkynes with dialkyl acetylenedicarboxylates was developed. This reaction was successfully applied to enantioselective synthesis of axially chiral biaryls, e.g., I, utilizing internal alkynes bearing ortho-substituted Ph and acetoxymethyl in each terminal position. The axial chirality was constructed at the formation of benzene rings with high enantioselectivity.

Organic Letters published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Product Details of C44H40P2.

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