Tsuchikama, Kyoji’s team published research in Advanced Synthesis & Catalysis in 2009-11-30 | 139139-93-8

Advanced Synthesis & Catalysis published new progress about Cyclization. 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Synthetic Route of 139139-93-8.

Tsuchikama, Kyoji; Hashimoto, Yu-ki; Endo, Kohei; Shibata, Takanori published the artcile< Iridium-Catalyzed Selective Synthesis of 4-Substituted Benzofurans and Indoles via Directed Cyclodehydration>, Synthetic Route of 139139-93-8, the main research area is iridium catalyst aryloxy arylamino ketone cyclization benzofuran indole preparation.

A directed cyclization-dehydration cascade of α-aryloxy ketones and α-arylamino ketones was efficiently catalyzed by a cationic iridium-BINAP complex, which afforded various types of 4-substituted benzofurans and indoles in high yields with complete regioselectivity. The newly developed protocol also enabled the enantioselective preparation of chiral 4-acetyloxindole using a chiral iridium catalyst.

Advanced Synthesis & Catalysis published new progress about Cyclization. 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

Shibata, Takanori’s team published research in Organic Letters in 2005-10-27 | 139139-93-8

Organic Letters published new progress about Alkenynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, COA of Formula: C44H40P2.

Shibata, Takanori; Arai, Yoshikazu; Tahara, Yuki published the artcile< Enantioselective Construction of Quaternary Carbon Centers by Catalytic [2 + 2 + 2] Cycloaddition of 1,6-Enynes and Alkynes>, COA of Formula: C44H40P2, the main research area is bicyclic cyclohexadiene quaternary carbon stereocenter preparation; enyne alkyne enantioselective cycloaddition chiral rhodium catalysis.

The enantioselective [2 + 2 + 2] cycloaddition of 1,6-enynes and alkynes using chiral rhodium catalysts gave cycloadducts containing quaternary carbon stereocenters. Both sym. and unsym. alkynes and acetylene could be used as coupling partners, and the corresponding bicyclic cyclohexa-1,3-dienes were obtained in good to excellent ee.

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

Toure, Momar’s team published research in Journal of the American Chemical Society in 2012-10-31 | 139139-93-8

Journal of the American Chemical Society published new progress about Addition reaction (anti-Markovnikov). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Related Products of 139139-93-8.

Toure, Momar; Chuzel, Olivier; Parrain, Jean-Luc published the artcile< Asymmetric Rhodium-Directed anti-Markovnikov Regioselective Boracyclopentannulation>, Related Products of 139139-93-8, the main research area is asym rhodium directed anti Markovnikov regioselective boracyclopentannulation; crystal mol structure allylimidazolylidene borane imidazoloboracyclopentane compound.

A Shimoi-type activation of B-H bond of NHC-boranes by a diphosphine-ligated cationic Rh complex was applied in an unprecedented intramol. hydroboration reaction of simple olefins. The use of NHC-boranes as hydroborating reagents is still undisclosed due to their nonreactivity toward alkenes which could be explained by the high stability of this complex rendering it unable to provide a “”free”” borane hydroborating reagent. B-H bond Rh activation of NHC-borane circumvents this limitation, and asym. Rh-directed anti-Markovnikov boracyclopentannulation reaction led to a library of enantioenriched cyclic boranes in high yield (up to 94%) with high regio- (up to 100%) and enantioselectivity (er up to 99.2:0.8). This new activation mode of NHC-boranes highlights their use in organometallic chem. and offers a very good approach to access chiral cyclic NHC-boranes.

Journal of the American Chemical Society published new progress about Addition reaction (anti-Markovnikov). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Related Products 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

Araki, Tatsuya’s team published research in Synlett in 2011-03-01 | 139139-93-8

Synlett published new progress about Enantioselective synthesis. 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Recommanded Product: (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl.

Araki, Tatsuya; Hojo, Daiki; Noguchi, Keiichi; Tanaka, Ken published the artcile< Enantioselective synthesis of planar chiral paracyclophanes with short ansa chains and structure of strained dioxa[7]paracyclophane>, Recommanded Product: (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is paracyclophane planar chiral stereoselective preparation.

The enantioselective synthesis of planar chiral [7] and [8]paracyclophanes has been achieved by the cationic rhodium(I)-(S)-H8-BINAP complex catalyzed [2+2+2] cycloaddition Planar chiral [9]paracyclophanes were also synthesized by the same method. The X-ray crystallog. anal. of the strained dioxa[7]paracyclophane revealed the significant deformation of the benzene ring from planarity.

Synlett published new progress about Enantioselective synthesis. 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Recommanded Product: (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

Ashizawa, Tomoko’s team published research in Chemistry Letters in 2009-03-05 | 139139-93-8

Chemistry Letters published new progress about Aromatic esters Role: SPN (Synthetic Preparation), PREP (Preparation) (biaryl). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Category: chiral-phosphine-ligands.

Ashizawa, Tomoko; Yamada, Tohru published the artcile< Catalytic atropo-enantioselective preparation of axially chiral biaryl compounds>, Category: chiral-phosphine-ligands, the main research area is biaryl lactone methanol chiral silver catalyst triisobutylamine ring opening; ester biaryl hydroxy derivative atropo stereoselective preparation; silver tetrafluoroborate binap derivative dynamic kinetic resolution catalyst.

The atropo-enantioselective ring-opening of biaryl lactones with methanol was catalyzed by an optically active AgBF4-phosphine complex to afford axially chiral biaryl compounds The addition of triisobutylamine provided a rate acceleration and increase in enantioselectivity in the reaction. Various types of axially chiral biaryl compounds were obtained with high enantioselectivity.

Chemistry Letters published new progress about Aromatic esters Role: SPN (Synthetic Preparation), PREP (Preparation) (biaryl). 139139-93-8 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

Yasui, Takeshi’s team published research in Advanced Synthesis & Catalysis in 2021-09-07 | 139139-93-8

Advanced Synthesis & Catalysis published new progress about [2+2+2] Cycloaddition reaction (stereoselective). 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.

Yasui, Takeshi; Nakazato, Yuya; Kurisaki, Koutarou; Yamamoto, Yoshihiko published the artcile< Enantioselective Construction of 5-6-5 Tricyclic Lactone Framework Bearing a Quaternary Bridgehead Carbon via Rh-Catalyzed Asymmetric [2+2+2] Cycloaddition of Enediynes>, Name: (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is tricyclic cyclohexadiene lactone preparation enantioselective; enediyne cycloaddition rhodium catalyst.

Herein, a Rh-catalyzed asym. [2+2+2] cycloaddition of ene-yne-yne enediynes to generate enantio-enriched tricyclic cyclohexadienes bearing a quaternary bridgehead carbon is reported. The Rh-Phanephos complex is an appropriate catalyst for the cycloaddition of enediynes bearing an unsubstituted propiolate terminus, whereas Rh-biaryl bisphosphine catalysts, which have been widely used for asym. cycloadditions of alkynes and alkenes, are not applicable for the reaction of such enediynes. Several control experiments suggest that the reaction using the Rh-Phanephos complex exclusively proceeds via a rhodacyclopentadiene intermediate, unlike when using a Rh-biaryl bisphosphine complex that can form a rhodacyclopentadiene intermediate as well as a rhodacyclopentene intermediate in a substrate-dependent manner.

Advanced Synthesis & Catalysis published new progress about [2+2+2] Cycloaddition reaction (stereoselective). 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

Yasuda, Shigeo’s team published research in Chemistry – A European Journal in 2016 | 139139-93-8

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

Yasuda, Shigeo; Kawaguchi, Yasuaki; Okamoto, Yuta; Mukai, Chisato published the artcile< Chemo- and Regioselective Rhodium(I)-Catalyzed [2+2+2] Cycloaddition of Allenynes with Alkynes>, SDS of cas: 139139-93-8, the main research area is allenyne alkyne rhodium cycloaddition catalyst; benzene fused bicyclic preparation; alkynes; allenes; cycloaddition; regioselectivity; rhodium.

A highly chemo- and regioselective partially intramol. rhodium(I)-catalyzed [2+2+2] cycloaddition of allenynes with alkynes is described. A range of diverse polysubstituted benzene derivatives could be synthesized in good to excellent yields, in which the allenynes served as synthetic equivalent to the diynes. A high regioselectivity could be observed when allenynes were treated with unsym. alkynes.

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

Oonishi, Yoshihiro’s team published research in Angewandte Chemie, International Edition in 2019 | 139139-93-8

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

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>, Reference of 139139-93-8, 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). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Reference 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

Jiang, Quanbin’s team published research in Advanced Synthesis & Catalysis in 2013 | 139139-93-8

Advanced Synthesis & Catalysis published new progress about Alkyl aryl ketones Role: SPN (Synthetic Preparation), PREP (Preparation) (β-aryl). 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.

Jiang, Quanbin; Guo, Tenglong; Wang, Qingfu; Wu, Ping; Yu, Zhengkun published the artcile< Rhodium(I)-Catalyzed Arylation of β-Chloro Ketones and Related Derivatives through Domino Dehydrochlorination/ Conjugate Addition>, Safety of (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is chloro ketone rhodium arylation dehydrochlorination conjugate addition catalyst; aryl ketone preparation.

Highly efficient arylations of β-chloro ketones and their ester and amide derivatives were achieved by means of domino dehydrochlorination/Rh(I)-catalyzed conjugate addition In situ generated vinyl ketones and their analogs were identified as the reaction intermediates. The present synthetic protocol provides a concise route to (chiral) β-aryl ketones, esters, and amides.

Advanced Synthesis & Catalysis published new progress about Alkyl aryl ketones Role: SPN (Synthetic Preparation), PREP (Preparation) (β-aryl). 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

Nishida, Goushi’s team published research in Angewandte Chemie, International Edition in 2007-06-30 | 139139-93-8

Angewandte Chemie, International Edition published new progress about Crystal structure. 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Recommanded Product: (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl.

Nishida, Goushi; Noguchi, Keiichi; Hirano, Masao; Tanaka, Ken published the artcile< Asymmetric assembly of aromatic rings to produce tetra-ortho-substituted axially chiral biaryl phosphorus compounds>, Recommanded Product: (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is asym aromatic ring substituted tetra axially chiral biaryl phosphorus; dicyclohexylphosphinoyl methoxynaphthalenyl dihydroisobenzofuran preparation crystal mol structure.

Densely substituted title compounds can be obtained efficiently through an enantioselective [2 + 2 + 2] cycloaddition catalyzed by a cationic Rh1/H8-binap (H8-binap = 2,2′-bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl) complex. This method is highly up to > 99% yield practical in view of the ready access to up to 98% ee substrates, mild reaction conditions, operational simplicity, and high catalytic activity. The crystal structure of one of the biaryl phosphorus compound is described.

Angewandte Chemie, International Edition published new progress about Crystal structure. 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Recommanded Product: (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