Tag: M.W=600-700

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

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

Grasa, Gabriela A.; Zanotti-Gerosa, Antonio; Ghosh, Shyamali; Teleha, Christopher A.; Kinney, William A.; Maryanoff, Bruce E. published the artcile< Efficient, enantioselective synthesis of a β,β-disubstituted carboxylic acid by Ru-XylPhanePhos-catalyzed asymmetric hydrogenation>, Reference of 325168-88-5, the main research area is piperidinebutenoic acid quinolinyl stereoselective reduction phanephos ruthenium catalyst.

Enantioselective preparation of a key αvβ3 integrin antagonist intermediate, (3S)-3-(quinolin-3-yl)-4-(1-tert.-butoxycarbonylpiperidin-4-yl)butanoic acid, was accomplished via catalytic asym. hydrogenation of the corresponding but-2-enoic acid. The successful application of a Ru-(R)-XylPhanePhos catalyst to this type of substrate is unprecedented. In situ NMR experiments of pre-catalyst formation/activation by CH3CO2H, and reaction parameter modification, revealed that [Ru(COD)(CF3CO2)2]2/(R)-XylPhanePhos is a highly active and efficient catalytic system.

Tetrahedron Letters published new progress about Hydrogenation catalysts, stereoselective. 325168-88-5 belongs to class chiral-phosphine-ligands, and the molecular formula is C48H50P2, Reference 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

Cobley, Christopher J.; Lennon, Ian C.; Praquin, Celine; Zanotti-Gerosa, Antonio; Appell, Robert B.; Goralski, Christian T.; Sutterer, Angela C. published the artcile< Highly Efficient Asymmetric Hydrogenation of 2-Methylenesuccinamic Acid Using a Rh-DuPHOS Catalyst>, Category: chiral-phosphine-ligands, the main research area is methylsuccinamic acid enantioselective preparation; methylenesuccinamic acid preparation; asym hydrogenation methylenesuccinamic acid rhodium DuPHOS catalyst; chloride residue methylenesuccinamic acid hindrance asym hydrogenation.

Nonracemic 2-methylsuccinamic acid HO2CCHMeCH2CONH2 is prepared efficiently in two steps from itaconic anhydride using an asym. hydrogenation as the key step. Ring opening of itaconic anhydride with an aqueous solution of ammonium hydroxide followed by neutralization with sulfuric acid yields 2-methylenesuccinamic acid HO2CC(:CH2)CH2CONH2 in 53% yield after recrystallization to remove 3-methylenesuccinamic acid present as an impurity. The use of hydrochloric acid in the neutralization step as in previous procedures leads to the presence of chloride residues in the product; hydrogenation of 2-methylenesuccinamic acid containing chloride residues requires higher loadings of catalyst and longer reaction times, although the enantiomeric excess of the 2-methylsuccinamic acid produced is unaffected. Using 0.001 mol% {[(S,S)-Et-DuPHOS]Rh(COD)}+BF4- as the precatalyst for hydrogenation of 2-methylenesuccinamic acid in methanol under 140 atm of hydrogen at 45°, (R)-2-methylsuccinamic acid is obtained in 96% ee. Single-crystal digestion of (R)-2-methylsuccinamic acid obtained from the hydrogenation yields (R)-2-methylsuccinamic acid in >99.5% ee and 77% conversion containing less than 1 ppm rhodium.

Organic Process Research & Development published new progress about Hydrogenation catalysts, stereoselective. 325168-88-5 belongs to class chiral-phosphine-ligands, and the molecular formula is C48H50P2, 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; 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

Driver, Tom G.; Harris, Jason R.; Woerpel, K. A. published the artcile< Kinetic Resolution of Hydroperoxides with Enantiopure Phosphines: Preparation of Enantioenriched Tertiary Hydroperoxides>, Recommanded Product: (S)-(+)-4,12-Bis(di(3,5-xylyl)phosphino)-[2.2]-paracyclophane, the main research area is hydroperoxide tertiary reductive kinetic resolution cyclophane phosphine.

An efficient reductive kinetic resolution strategy capable of accessing optically active tertiary hydroperoxides R1R2C(Ph)OOH (R1 = H, Me; R2 = Et, n-Pr, Me2CH, cyclohexyl, Me3CSiMe2OCH2, etc.) is reported. Readily accessible tertiary hydroperoxides are resolved with com. available (R)- or (S)-xylyl-PHANEPHOS with selectivity factors as large as 37. The resulting bis(phosphine oxide) can be recycled in high yields. The isolated mono(phosphine oxide) intermediate resolved hydroperoxides with the same selectivity as the parent bis-phosphine.

Journal of the American Chemical Society published new progress about Hydroperoxides Role: PUR (Purification or Recovery), RCT (Reactant), SPN (Synthetic Preparation), PREP (Preparation), RACT (Reactant or Reagent). 325168-88-5 belongs to class chiral-phosphine-ligands, and the molecular formula is C48H50P2, Recommanded Product: (S)-(+)-4,12-Bis(di(3,5-xylyl)phosphino)-[2.2]-paracyclophane.

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; 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

Rasson, Corentin; Riant, Olivier published the artcile< Copper(I) Diphosphine Bifluoride Complexes as Efficient Preactivated Catalysts for Nucleophilic Addition on Unsaturated Functional Groups>, Category: chiral-phosphine-ligands, the main research area is copper diphosphine bifluoride complex catalyst preparation nucleophilic addition; nucleophilic copper addition pronucleophile aldehyde ketone.

Herein we report the synthesis of a family of copper(I) diphosphine bifluoride complexes, their characterization, and their use as efficient preactivated catalysts for nucleophilic copper addition of pronucleophiles on unsaturations. Their use as mechanistic probes is also highlighted by the identification of two copper deuterides.

Organic Process Research & Development published new progress about Allylation catalysts, stereoselective. 325168-88-5 belongs to class chiral-phosphine-ligands, and the molecular formula is C48H50P2, 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

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

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