Ye, Xiang-Yu’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2021 | CAS: 210169-54-3

(S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3) is a chelating ligand used to prepare coordination complex catalysts, such as its use in Pd catalysts for the enantioselective synthesis of spiro- or benzofused hetereocycles with exocyclic olefins via enantioselective intramolecular dearomative Heck reaction of indoles, benzofurans, pyrroles and furans.Safety of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole

Ye, Xiang-Yu; Liang, Zhi-Qin; Jin, Cong; Lang, Qi-Wei; Chen, Gen-Qiang; Zhang, Xumu published an article in 2021. The article was titled 《Design of oxa-spirocyclic PHOX ligands for the asymmetric synthesis of lorcaserin via iridium-catalyzed asymmetric hydrogenation》, and you may find the article in Chemical Communications (Cambridge, United Kingdom).Safety of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole The information in the text is summarized as follows:

Phosphine-oxazoline (PHOX) ligands are a very important class of privileged ligands in asym. catalysis. A series of highly rigid oxa-spiro phosphine-oxazoline (O-SIPHOX) ligands based on O-SPINOL was synthesized efficiently, and their iridium complexes were synthesized by coordination of the O-SIPHOX ligands to [Ir(cod)Cl]2 in the presence of sodium tetrakis-3,5-bis(trifluoromethyl)phenylborate (NaBArF). The cationic iridium complexes showed high reactivity and excellent enantioselectivity in the asym. hydrogenation of 1-methylene-tetrahydro-benzo[d]azepin-2-ones (up to 99% yield and up to 99% ee). A key intermediate of the anti-obesity drug lorcaserin could be efficiently synthesized using this protocol. The experimental process involved the reaction of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3Safety of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole)

(S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole(cas: 210169-54-3) is a chelating ligand used to prepare coordination complex catalysts, such as its use in Pd catalysts for the enantioselective synthesis of spiro- or benzofused hetereocycles with exocyclic olefins via enantioselective intramolecular dearomative Heck reaction of indoles, benzofurans, pyrroles and furans.Safety of (S)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Du, Mengyuan’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2020 | 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.SDS of cas: 286454-86-2 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.

In 2020,Chemical Communications (Cambridge, United Kingdom) included an article by Du, Mengyuan; Yu, Longhui; Du, Ting; Li, Zhaokun; Luo, Yueyang; Meng, Xiangyu; Tian, Zhengtao; Zheng, Changwu; Cao, Weiguo; Zhao, Gang. SDS of cas: 286454-86-2. The article was titled 《N-Protecting group tuning of the enantioselectivity in Strecker reactions of trifluoromethyl ketimines to synthesize quaternary α-trifluoromethyl amino nitriles by ion pair catalysis》. The information in the text is summarized as follows:

An enantioselective Strecker reaction to construct trifluoromethylated quaternary stereocenters with N-PMP and unexplored N-Boc trifluoromethyl ketimines RC(CF3)=NR1 [R = Ph, 3,5-difluorophenyl, thiophen-2-yl, etc.; R1 = 4-methoxyphenyl, C(O)OC(CH3)3] catalyzed using an organophosphine dual-reagent catalyst has been developed. The enantioselectivities of the corresponding products (R/S)-RC(CF3)(CN)NH(R1) with the same catalyst could be switched by using different N-protecting groups (N-PMP or N-Boc). The trifluoromethyl amino nitriles (R/S)-RC(CF3)(CN)NH(R1) were obtained in high yield and high enantioselectivity in a short time and could be easily converted to a variety of useful trifluoromethyl-containing compounds The results came from multiple reactions, including the reaction of (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2SDS of 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.SDS of cas: 286454-86-2 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

Garcia-Morales, Cristina’s team published research in Journal of the American Chemical Society in 2017 | CAS: 849924-49-8

(R)-1-{(R)-2-[Bis(4-methoxy-3,5-dimethylphenyl)phosphino]ferrocenyl}-ethylbis(2-methylphenyl)phosphine(cas: 849924-49-8) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. Category: chiral-phosphine-ligands These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds.

Category: chiral-phosphine-ligandsOn October 4, 2017 ,《Enantioselective Synthesis of Cyclobutenes by Intermolecular [2+2] Cycloaddition with Non-C2 Symmetric Digold Catalysts》 was published in Journal of the American Chemical Society. The article was written by Garcia-Morales, Cristina; Ranieri, Beatrice; Escofet, Imma; Lopez-Suarez, Laura; Obradors, Carla; Konovalov, Andrey I.; Echavarren, Antonio M.. The article contains the following contents:

The enantioselective intermol. gold(I)-catalyzed [2+2] cycloaddition of terminal alkynes and alkenes was achieved using non-C2-chiral Josiphos digold(I) complexes as catalysts, by the formation of the monocationic complex. This new approach was applied to the enantioselective total synthesis of rumphellaone A. After reading the article, we found that the author used (R)-1-{(R)-2-[Bis(4-methoxy-3,5-dimethylphenyl)phosphino]ferrocenyl}-ethylbis(2-methylphenyl)phosphine(cas: 849924-49-8Category: chiral-phosphine-ligands)

(R)-1-{(R)-2-[Bis(4-methoxy-3,5-dimethylphenyl)phosphino]ferrocenyl}-ethylbis(2-methylphenyl)phosphine(cas: 849924-49-8) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. Category: chiral-phosphine-ligands These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Kanda, Kazumasa’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2009 | CAS: 1156547-61-3

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. Application In Synthesis of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds.

《The first asymmetric Sonogashira coupling for the enantioselective generation of planar chirality in paracyclophanes》 was written by Kanda, Kazumasa; Koike, Tamami; Endo, Kohei; Shibata, Takanori. Application In Synthesis of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene And the article was included in Chemical Communications (Cambridge, United Kingdom) on April 14 ,2009. The article conveys some information:

The double Sonogashira coupling of diiodoparacyclophanes with alkynes proceeded to give planar chiral dialkynylparacyclophanes. A chiral Pd catalyst, which was prepared in situ from PdCl2(CH3CN)2 and Taniaphos, realized the first asym. Sonogashira coupling with up to ca. 80% ee. In the part of experimental materials, we found many familiar compounds, such as (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3Application In Synthesis of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene)

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. Application In Synthesis of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Sanz-Marco, Amparo’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2015 | CAS: 1156547-61-3

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. Name: (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene

The author of 《Highly enantioselective copper(I)-catalyzed conjugate addition of 1,3-diynes to α,β-unsaturated trifluoromethyl ketones》 were Sanz-Marco, Amparo; Blay, Gonzalo; Munoz, M. Carmen; Pedro, Jose R.. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2015. Name: (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene The author mentioned the following in the article:

The conjugate diynylation of α,β-unsaturated trifluoromethyl ketones is carried out in the presence of a low catalytic load (2.5 mol%) of a copper(I)-MeOBIPHEP complex, triethylamine and a terminal 1,3-diyne. Pre-metalation of the terminal 1,3-diyne with stoichiometric or higher amounts of dialkylzinc reagent is not required. The corresponding internal diynes bearing a propargylic stereogenic center are obtained with good yields and excellent enantioselectivities. The experimental part of the paper was very detailed, including the reaction process of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3Name: (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene)

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. Name: (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Tsuchikama, Kyoji’s team published research in Journal of the American Chemical Society in 2006-10-25 | 139139-93-8

Journal of the American Chemical Society published new progress about Alkadiynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Application In Synthesis of 139139-93-8.

Tsuchikama, Kyoji; Kuwata, Yusuke; Shibata, Takanori published the artcile< Highly Enantioselective Construction of a Chiral Spirocyclic Structure by the [2+2+2] Cycloaddition of Diynes and exo-Methylene Cyclic Compounds>, Application In Synthesis of 139139-93-8, the main research area is chiral spirocyclic compound preparation cycloaddition diyne exo methylene ketone.

The enantioselective [2+2+2] cycloaddition of 1,6-diynes with α-methylene lactones and cyclic ketones gave various chiral spirocyclic compounds The reaction proceeded with high enantioselectivity when the rhodium-xylylBINAP complex was used as a chiral catalyst. Not only exo-methylene cyclic compounds but also exo-methylene acyclic compounds could be used as coupling partners for diynes. The present protocol provides access to a new chiral library possessing a quaternary carbon center, including a spirocyclic system.

Journal of the American Chemical Society published new progress about Alkadiynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Application In Synthesis 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

Fukawa, Naohiro’s team published research in Organic Letters in 2010-03-19 | 139139-86-9

Organic Letters published new progress about Alkynes, polyalkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (tetraynes). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Electric Literature of 139139-86-9.

Fukawa, Naohiro; Osaka, Takuya; Noguchi, Keiichi; Tanaka, Ken published the artcile< Asymmetric Synthesis and Photophysical Properties of Benzopyrano- or Naphthopyrano-Fused Helical Phosphafluorenes>, Electric Literature of 139139-86-9, the main research area is dialkynyl phosphine phenol linked tetrayne chiral rhodium catalyst cycloaddition; benzopyrano fused helical phosphafluorene derivative stereoselective preparation photophys property; naphthol linked tetrayne dialkynyl phosphine chiral rhodium catalyst cycloaddition; naphthopyrano fused helical phosphafluorene derivative stereoselective preparation photophys property; racemic benzopyrano fused helical phosphafluorene derivative crystal mol structure.

Enantioenriched benzopyrano- and naphthopyrano-fused helical phosphafluorenes have been synthesized by the rhodium-catalyzed enantioselective double [2 + 2 + 2] cycloaddition of dialkynyl phosphorus compounds with phenol- or naphthol-linked tetraynes. Photophys. properties of these phosphafluorenes are also disclosed.

Organic Letters published new progress about Alkynes, polyalkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (tetraynes). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Electric Literature 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

Nemoto, Tetsuhiro’s team published research in Organic Letters in 2010-11-05 | 152140-65-3

Organic Letters published new progress about Diastereoselective synthesis. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Application In Synthesis of 152140-65-3.

Nemoto, Tetsuhiro; Ishige, Yuta; Yoshida, Mariko; Kohno, Yuta; Kanematsu, Mutsumi; Hamada, Yasumasa published the artcile< Novel Method for Synthesizing Spiro[4.5]cyclohexadienones through a Pd-Catalyzed Intramolecular ipso-Friedel-Crafts Allylic Alkylation of Phenols>, Application In Synthesis of 152140-65-3, the main research area is stereoselective spirocyclohexadienone preparation intramol Friedel Crafts allylic alkylation; ipso Friedel Crafts intramol alkylation phenol reactant spirocyclohexadienone preparation; palladium catalyzed Friedel Crafts allylic alkylation spirocyclohexadienone preparation.

The first successful Pd-catalyzed intramol. ipso-Friedel-Crafts allylic alkylation of phenols, which provided a new access to spiro[4.5]cyclohexadienones, e.g. I, is described. The present method could be applied to catalytic enantioselective construction of an all-carbon quaternary spirocenter.

Organic Letters published new progress about Diastereoselective synthesis. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Application In Synthesis of 152140-65-3.

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

Akula, Ramulu’s team published research in Organic Letters in 2016-11-04 | 152140-65-3

Organic Letters published new progress about Allylation catalysts. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, COA of Formula: C54H42N2O2P2.

Akula, Ramulu; Guiry, Patrick J. published the artcile< Enantioselective Synthesis of α-Allyl-α-aryldihydrocoumarins and 3-Isochromanones via Pd-Catalyzed Decarboxylative Asymmetric Allylic Alkylation>, COA of Formula: C54H42N2O2P2, the main research area is decarboxylative asym allylation of aryl oxo ester; enantioselective synthesis allyl aryl dihydrocoumarin; isochromanone allyl aryl enantioselective synthesis; crystal structure.

An enantioselective Pd-catalyzed decarboxylative asym. allylic alkylation (DAAA) of α-aryl-β-oxo esters has been developed employing the (R,R)-ANDEN-Ph Trost ligand to prepare a series of α-aryl-α-allyldihydrocoumarins and 3-isochromanones. A variety of aryl groups were successfully employed to afford the dihydrocoumarin and 3-isochromanone products in high yields up to 95% and ee’s up to 96%. Under these conditions, substrates containing di- and mono-o-substituted aryl groups gave the highest levels of enantioselectivities. This work represents the first example of the enantioselective preparation of all-carbon quaternary α-allyl-α-aryl dihydrocoumarins and 3-isochromanones.

Organic Letters published new progress about Allylation catalysts. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, COA of Formula: C54H42N2O2P2.

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

Xing, Xiu’s team published research in New Journal of Chemistry in 2022 | 606-68-8

New Journal of Chemistry published new progress about Alcohols, chiral Role: SPN (Synthetic Preparation), PREP (Preparation). 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Reference of 606-68-8.

Xing, Xiu; Liu, Yan; Shi, Ming-Liang; Li, Kun; Fan, Xin-Yue; Wu, Zhong-Liu; Wang, Na; Yu, Xiao-Qi published the artcile< Preparation of chiral aryl alcohols: a controllable enzymatic strategy via light-driven NAD(P)H regeneration>, Reference of 606-68-8, the main research area is rhodamine B labeled UiO 67 immobilized enzyme catalyst preparation; alc preparation enantioselective; ketone reduction photochem enzyme catalyst.

Controllable and mild photoenzymic production of chiral alcs. RCH(OH)R1 [R = Ph, 4-pyridyl, 2-naphthyl, etc.; R1 = H, Me, CH2CO2Me, etc.] was realized by coupling a versatile photochem. NAD(P)H regeneration system with (R)- or (S)-selective ketoreductases. The efficiency of NAD(P)H regeneration was improved using a rhodium functionalized metal organic framework, namely Rh-UiO-67, to adjust and control electron transport and electron utilization. Furthermore, six different ketoreductases could be successfully immobilized on Rh-UiO-67 and combined with the light-driven NAD(P)H regeneration system to produce chiral aryl alcs. Various chiral alcs. with complementary (R)- and (S)-conformations could be constructed by this method with high yields (97%) and excellent stereoselectivity (>99% ee).

New Journal of Chemistry published new progress about Alcohols, chiral Role: SPN (Synthetic Preparation), PREP (Preparation). 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Reference 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