Category: 139139-86-9

Miyauchi, Yuta; Noguchi, Keiichi; Tanaka, Ken published the artcile< Rhodium-Catalyzed One-Pot Intermolecular [2 + 2 + 2] Trimerization/Asymmetric Intramolecular [4 + 2] Cycloaddition of Two Aryl Ethynyl Ethers and 5-Alkynals>, Application In Synthesis of 139139-86-9, the main research area is rhodium catalyst trimerization asym cycloaddition aryl ethynyl ether alkynal; cyclohexadiene annulated enantioselective regioselective synthesis.

It has been established that a cationic Rh(I)/(R)-H8-BINAP complex catalyzes the one-pot intermol. [2+2+2] trimerization/asym. intramol. [4+2] cycloaddition of two aryl ethynyl ethers and 5-alkynals to produce annulated 1,4-cyclohexadienes possessing two stereogenic centers. E.g., rhodium-catalyzed reaction of 2-(ethynyloxy)naphthalene and MeCCCH2NTsCH2CHO gave 64% annulated 1,4-cyclohexadiene derivative (I).

Organic Letters published new progress about [4+2] Cycloaddition reaction (stereoselective). 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

Kikuchi, Satoshi; Tsubo, Tatsuyuki; Ashizawa, Tomoko; Yamada, Tohru published the artcile< Extraordinary effect of microwave irradiation on asymmetric catalysis>, Name: (R)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is atropo enantioselective ring opening reaction biaryl lactone.

We here report the effect of microwave irradiation on the atropo-enantioselective ring-opening reaction of biaryl lactones with dynamic-kinetic resolution catalyzed by AgBF4-phosphine complexes. The multimode microwave reactor with a cooling system was employed and the fiber-optic sensor was used for measurement of the accurate internal reaction temperature The reaction was accelerated by microwave irradiation without any loss of enantioselectivity at almost the same internal temperature as the conventional conditions.

Chemistry Letters published new progress about Microwave irradiation. 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Name: (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

Zhang, Xiaoyong; Mashima, Kazushi; Koyano, Kinko; Sayo, Noboru; Kumobayashi, Hidenori; Akutagawa, Susumu; Takaya, Hidemasa published the artcile< Synthesis of partially hydrogenated BINAP variants>, Application of C44H40P2, the main research area is BINAP hydrogenated; crystal structure cyclohexylphosphinylbinaphthyl; mol structure cyclohexylphosphinylbinaphthyl; binaphthyl hydro atropisomeric phosphine ligand.

Three pairs of new axially dissym. diphosphine ligands, (R)-(-)- and (S)-(+)-2,2′-bis(dicyclohexylphosphino)-1,1′-binaphthyl, (R)-(+)- and (S)-(-)-2,2′-bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl and (R)-(-)- and (S)-(+)-2,2′-bis(dicyclohexylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, have been synthesized and their absolute configurations have been determined on the basis of an x-ray anal. and CD spectra.

Tetrahedron Letters published new progress about 139139-86-9. 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Application 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

Duan, Ying; Chen, Mu-Wang; Ye, Zhi-Shi; Wang, Duo-Sheng; Chen, Qing-An; Zhou, Yong-Gui published the artcile< An enantioselective approach to 2,3-disubstituted indolines through consecutive Bronsted Acid/Pd-complex-promoted tandem reactions>, Name: (R)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is indoline chiral preparation tandem condensation asym hydrogenation indole aldehyde; hydrogenation catalyst asym palladium BINAP SynPhos complex indoline preparation; indole alkylation reductive tandem preparation chiral indoline.

Chiral substituted indolines, R1-2-R2-3-CH2R3-2,3-dihydro-1H-indoles (3, R1 = H, 5-F, 7-Me; R2 = Me, Bu, CH2CH2Ph; R3 = Ph, 4-MeOC6H4, 4-FC6H4, cyclohexyl, iPr) were prepared by tandem aldol addition-asym. hydrogenation reaction of R1-2-R2-1H-indoles with aldehydes R3CHO, catalyzed by TsOH and Pd-BINAP complexes. The reaction mechanism comprises Bronsted acid-catalyzed condensation and formation of 3-alkylideneiminium intermediate, which is then hydrogenated by in situ formed palladium diphosphine complexes, the (R)-H8-BINAP and (R)-SynPhos [2,2′,3,3′-tetrahydro[5,5′-bi-1,4-benzodioxin]-6,6′-bis(diphenylphosphine)] being the most effective ligands.

Chemistry – A European Journal published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Name: (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

Oonishi, Yoshihiro; Saito, Akira; Sato, Yoshihiro published the artcile< Rhodium(I)-Catalyzed Intermolecular [2+2+2] Cycloaddition of Allenyl Aldehydes with Alkynes and Related Cyclization>, SDS of cas: 139139-86-9, the main research area is polysubstituted dihydropyran enantioselective preparation; internal alkyne allenyl aldehyde rhodium catalyst regioselective cycloaddition; dienyl ketone preparation; terminal alkyne allenyl aldehyde rhodium catalyst cycloaddition.

Rhodium(I)-catalyzed cyclization of allenyl aldehydes with various alkynes was investigated. The intermol. [2+2+2] cycloaddition reaction of allenyl aldehyde with internal alkynes that have both an electron-rich aromatic ring and an electron-withdrawing group at the terminus afforded polysubstituted dihydropyran for e.g., I in good yields with good to high regio- and enantioselectivity. While the reactions of terminal alkynes with allenyl aldehyde gave dienyl ketones instead of [2+2+2] cycloaddition products for e.g., II in good yields.

Asian Journal of Organic Chemistry published new progress about Alkadienones 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, SDS of cas: 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

Desfeux, Camille; Besnard, Celine; Mazet, Clement published the artcile< [n]Dendralenes as a Platform for Selective Catalysis: Ligand-Controlled Cu-Catalyzed Chemo-, Regio-, and Enantioselective Borylations>, Recommanded Product: (R)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is phosphanamine copper catalyzed antiMarkovnikov enantioselective borylation substituted dendralene; dendralene preparation enantioselective borylation; crystal structure benzoyl dendralene derivative; mol structure benzoyl dendralene derivative.

The authors report the development of two complementary methods for the Cu-catalyzed anti-Markovnikov borylation of one specific olefin in 2-substituted [n]dendralenes (n = 3-6). The 1st protocol operates with a bisphosphine ligand and occurs with high regio- and chemoselectivity for the terminal double bond, independently of the number of cross-conjugated alkenes. The use of a chiral phosphanamine ligand enables the highly chemo-, regio-, and enantioselective borylation of the alkene cross-conjugated with the terminal olefin in [n]dendralenes.

Organic Letters published new progress about Borylation (anti-Markovnikov enantioselective). 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

Wang, Duo-Sheng; Tang, Jie; Zhou, Yong-Gui; Chen, Mu-Wang; Yu, Chang-Bin; Duan, Ying; Jiang, Guo-Fang published the artcile< Dehydration triggered asymmetric hydrogenation of 3-(α-hydroxyalkyl)indoles>, Related Products of 139139-86-9, the main research area is stereoselective hydrogenation hydroxyalkyl indole reactant alkylindoline preparation; palladium catalyzed asym hydrogenation hydroxyalkyl indole reactant; hydroxyalkyl indole preparation formylation Grignard addition indole reactant.

Highly enantioselective hydrogenation of 3-(α-hydroxyalkyl)indoles promoted by a Bronsted acid for dehydration to form a vinylogous iminium intermediate in situ was developed with Pd(OCOCF3)2/(R)-H8-BINAP as catalyst with up to 97% ee. This methodol. provides an efficient and rapid access to chiral 2,3-disubstituted indolines, e.g. I (R1 = 5-F, 7-Me, R2 = H; R1 = H, R2 = 2-Me, 4-MeO, 4-F).

Chemical Science published new progress about Diastereoselective synthesis. 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

Tanaka, Ken; Nishida, Goushi; Sagae, Hiromi; Hirano, Masao published the artcile< Enantioselective synthesis of C2-symmetric dimethyl cyclohexadienedicarboxylates through cationic rhodium(I)/modified-BINAP-catalyzed [2+2+2] cycloadditions>, Computed Properties of 139139-86-9, the main research area is enediyne enantioselective intramol cycloaddition rhodium BINAP catalyst; diyne fumarate enantioselective cycloaddition rhodium BINAP catalyst; tricyclic cyclohexadienedicarboxylate asym synthesis; bicyclic cyclohexadienedicarboxylate asym synthesis.

A cationic rhodium(I)/(S)-Tol-BINAP complex was employed to catalyze an enantioselective intramol. [2+2+2] cycloaddition of a trans enediyne leading to a C2-sym. tricyclic di-Me cyclohexadienedicarboxylate in 95% yield with 59% ee. A cationic rhodium(I)/(R)-H8-BINAP complex was employed to catalyze an intermol. [2+2+2] cycloaddition of 1,6-diynes with di-Me fumarate leading to C2-sym. bicyclic di-Me cyclohexadienedicarboxylates in 35-96% yields with 82-98% ee.

Synlett 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, 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

Fernandez, Marti; Parera, Magda; Parella, Teodor; Lledo, Agusti; Le Bras, Jean; Muzart, Jacques; Pla-Quintana, Anna; Roglans, Anna published the artcile< Rhodium-Catalyzed [2+2+2] Cycloadditions of Diynes with Morita-Baylis-Hillman Adducts: A Stereoselective Entry to Densely Functionalized Cyclohexadiene Scaffolds>, Application of C44H40P2, the main research area is cyclohexadiene scaffold enantioselective preparation; diyne Morita Baylis Hillman adduct enantioselective cycloaddition rhodium catalyst.

A rhodium-catalyzed asym. synthesis of 5,5-disubstituted cyclohexa-1,3-dienes has been achieved by [2+2+2] cycloaddition reactions between diynes and Morita-Baylis-Hillman (M-B-H) adducts as unsaturated substrates. Products containing two adjacent chiral centers (quaternary and tertiary, resp.) were obtained with complete diastereoselectivity and high enantioselectivity (84-97%) through a kinetic resolution of the M-B-H adduct. Furthermore, these highly substituted cyclohexadienes reacted with dienophiles to afford the corresponding Diels-Alder cycloadducts in good yields.

Advanced Synthesis & Catalysis published new progress about Alkadiynes 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 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

Nishida, Goushi; Noguchi, Keiichi; Hirano, Masao; Tanaka, Ken published the artcile< Enantioselective synthesis of P-stereogenic alkynylphosphine oxides by Rh-catalyzed [2+2+2] cycloaddition>, HPLC of Formula: 139139-86-9, the main research area is alkynyl phosphine oxide preparation stereoselective structure; cycloaddition dialkynyl phosphine oxide diyne rhodium binap complex catalyst; crystal mol structure stereogenic phosphorus alkynyl phosphine oxide preparation.

An enantioselective synthesis of P-stereogenic alkynylphosphine oxides through a cationic rhodium(l)/modified-binap complex catalyzed [2+2+2] cycloaddition of sym. dialkynylphosphine oxides with 1,6-diynes was developed (binap = 2,2′-bis(diphenylphosphinyl)-1,1′-binaphthyl, Z = CH2, O, or N-sulfonamide). Furthermore, this method permits the synthesis of a C2-sym. P-stereogenic bis(alkynylphosphine oxide). A crystal structure of one product was determined along with the absolute configuration of the phosphorus center.

Angewandte Chemie, International Edition published new progress about Alkadiynes Role: RCT (Reactant), RACT (Reactant or Reagent) (1,6-diynes). 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