Category: 286454-86-2

HPLC of Formula: 286454-86-2On October 12, 2017 ,《Dual-reagent organophosphine catalyzed asymmetric Mannich reactions of isocyanoacetates with N-Boc-aldimines》 was published in Tetrahedron. The article was written by Ji, Xiong; Cao, Wei-Guo; Zhao, Gang. The article contains the following contents:

A combination of an amino-acid derived chiral phosphine catalyst and Me acrylate has been employed to catalyze the direct Mannich reaction of α-aryl isocyanoacetate and N-Boc-aldimines efficiently. The loading of the catalyst could be as low as 0.5 mol% without compromise on the yield and enantioselectivity and the corresponding chiral adducts I (R = Me, Bn, t-Bu, i-Pr; Ar1 = Ph, 3-MeC6H4, 3-MeOC6H4, 4-BrC6H4, etc.; Ar2 = 3-MeC6H4, 3-MeOC6H4, 4-BFC6H4, etc.) were obtained in excellent yields (up to 98%) and good enantioselectivities (up to 95%). The experimental part of the paper was very detailed, including the reaction process of (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2HPLC of Formula: 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.HPLC of Formula: 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

Application of 286454-86-2On May 26, 2016, Chen, Peng; Su, Xiao; Zhou, Wei; Xiao, Yuanjing; Zhang, Junliang published an article in Tetrahedron. The article was 《Novel chiral sulfinamide phosphines: valuable precursors to chiral β-aminophosphines》. The article mentions the following:

Starting from com. available aldehyde and chiral tert-butanesulfinamide, chiral sulfinamide phosphines Ph2PCH2CH(R)NHS(:O)But (Xiao-Phos, R = alkyl, aryl, hetaryl) were synthesized via a two-step condensation-nucleophilic addition procedure. In most cases, nucleophilic addition of the N-tert-butanesulfinyl imine with [(diphenylphosphino)methyl]lithium (Ph2PCH2Li) showed high diastereoselectivity (d.r > 20:1) with BF3 as additives. Following removal of the chiral auxiliary, an important class of ligands i.e. chiral β-aminophosphines and its derivatives were obtained in high yields using this approach. The experimental part of the paper was very detailed, including the reaction process of (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2Application of 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.Application of 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

Ito, Masato; Osaku, Akihide; Kobayashi, Chika; Shiibashi, Akira; Ikariya, Takao published an article on January 26 ,2009. The article was titled 《A Convenient Method for the Synthesis of Protic 2-(Tertiary phosphino)-1-amines and Their Cp*RuCl Complexes》, and you may find the article in Organometallics.COA of Formula: C18H24NP The information in the text is summarized as follows:

A variety of protic 2-(tertiary phosphino)-1-amines (R2PCH2CHR’NHR”, P-NH) were prepared from 2-oxazolidinones and secondary phosphines using a newly developed acid-promoted decarboxylative C-P bond formation reaction. Treatment of the resulting chiral P-NH compounds with Cp*RuCl(isoprene) in CH2Cl2 smoothly furnished chiral Cp*RuCl(P-NH) complexes with a typical three-legged piano-stool structure, which prove to be excellent catalyst precursors for asym. reactions, including the isomerization of allylic alcs. and hydrogenation of imides. After reading the article, we found that the author used (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2COA of Formula: C18H24NP)

(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.COA of Formula: C18H24NP 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

Lou, Yan-Peng; Zheng, Chang-Wu; Pan, Ren-Ming; Jin, Qiao-Wen; Zhao, Gang; Li, Zhong published an article on February 6 ,2015. The article was titled 《Enantioselective Direct Mannich Reactions of Cyclic β-Ketoesters Catalyzed by Chiral Phosphine via a Novel Dual-Reagent Catalysis》, and you may find the article in Organic Letters.Formula: C18H24NP The information in the text is summarized as follows:

A combination of an amino acid derived chiral phosphine catalyst and Me acrylate efficiently catalyzed the direct Mannich reaction of cyclic β-ketoesters and N-Boc-aldimines. The dual-reagent catalysis was presumed to function through the formation of a zwitterion, which catalyzed the reaction with excellent stereocontrol via a hydrogen-bonding assisted chiral ion-pair pathway. After reading the article, we found that the author used (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2Formula: C18H24NP)

(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.Formula: C18H24NP 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

《Novel N,N,P-Tridentate Ligands for the Highly Enantioselective Copper-Catalyzed 1,4-Addition of Dialkylzincs to Enones》 was written by Kawamura, Kenjiro; Fukuzawa, Hitomi; Hayashi, Masahiko. Safety of (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine And the article was included in Organic Letters on August 21 ,2008. The article conveys some information:

Use of 0.25 mol % of the N,N,P-tridentate ligands (S)-QuCH:NCHRCH2PPh2 (Qu = 2-quinolyl) and 0.1 mol % of Cu(OTf)2 enabled the enantioselective 1,4-addition of dialkylzincs to cyclic enones to produce 1,4-adducts in up to 99% ee.(S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2Safety of (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine) was used in this study.

(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.Safety of (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine 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

Arai, Takayoshi; Sato, Katsuya; Nakamura, Ayu; Makino, Hiroki; Masu, Hyuma published their research in Scientific Reports on December 31 ,2018. The article was titled 《Dinuclear PhosphoiminoBINOL-Pd Container for Malononitrile: Catalytic Asymmetric Double Mannich Reaction for Chiral 1,3-Diamine Synthesis》.Product Details of 286454-86-2 The article contains the following contents:

A phosphoiminoBINOL ligand was designed to form a dinuclear metal complex that could hold a malononitrile mol. The dinuclear bis(phosphoimino)binaphthoxy-Pd2(OAc)2 complex catalyzed a double Mannich reaction of N-Boc-imines with malononitrile to give chiral 1,3-diamines I (R = Ph, 2-MeC6H4, 2-NO2C6H4, etc.) with high enantioselectivity. The rational asym. catalyst, which smoothly introduces the first coupling product to the second coupling reaction while avoiding the reverse reaction, facilitates the over-reaction into a productive reaction process. After reading the article, we found that the author used (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2Product Details of 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.Product Details of 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

Ebisu, Yasuhiro; Kawamura, Kenjiro; Hayashi, Masahiko published an article in Tetrahedron: Asymmetry. The title of the article was 《Enantioselective copper-catalyzed 1,4-addition of dialkylzincs to enones using a novel N,N,P-Cu(II) complex》.Application of 286454-86-2 The author mentioned the following in the article:

Enantioselective copper-catalyzed 1,4-additions of dialkylzincs R2Zn (R = Et, Me) to enones I [X = (CH2)n, n = 0-2] and II (R1 = H, R2 = H, Me; R1 = MeO, NO2, F, R2 = H) were carried out in the presence of 1 mol % of Cu(OTf)2 and 2.5 mol % of an N,N,P-ligand possessing a tert-Bu group at the adjacent position of the nitrogen of pyridine to afford the corresponding 1,4-adducts III and IV, resp., in up to 98% ee. The results came from multiple reactions, including the reaction of (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2Application of 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.Application of 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

Wang, Hong-Yu; Zheng, Chang-Wu; Chai, Zhuo; Zhang, Jia-Xing; Zhao, Gang published an article in Nature Communications. The title of the article was 《Asymmetric cyanation of imines via dipeptide-derived organophosphine dual-reagent catalysis》.Application of 286454-86-2 The author mentioned the following in the article:

Reported herein is an application of enantioselective phosphine organocatalysis for asym. Strecker-type reactions, enabled by a dual-reagent catalyst system in which the key organophosphorus zwitterion intermediate, generated in situ by mixing a chiral dipeptide-derived multifunctional organophosphine with Me acrylate, e.g., I, is used as a highly efficient chiral Lewis base catalyst. The high efficiency of this catalytic system is demonstrated in the asym. cyanation of isatin-derived ketimines and azomethine aldimines as well as in the kinetic resolution of racemic 3-substituted azomethines. Mechanistic studies provide exptl. evidence for the intermediacy of the putative zwitterion and its role as a catalytically active Lewis base. In the part of experimental materials, we found many familiar compounds, such as (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2Application of 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.Application of 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

《Chiral phosphine ligand libraries based on the Bull-James three-component supramolecular assembly》 was written by Su, Hsin Y.; Gorelik, Daniel; Taylor, Mark S.. Reference of (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine And the article was included in Supramolecular Chemistry in 2019. The article conveys some information:

An approach to the synthesis of libraries of chiral phosphine ligands is described, using condensations of 2-formylarylboronic acids, diols or related compounds, and aminophosphines. The three-component nature of this condensation, along with the ready availability of the building blocks, enables the rapid generation of diverse structures. From a library of iminoboronate-derived phosphines, three ligands that gave 90% ee or greater in a benchmark palladium-catalyzed allylic substitution reaction were identified. Significant variation of selectivity as a function of the structure of each component was observed 11B NMR spectroscopy was used to evaluate the existence of B-N interactions in the free ligands as well as their Pd-derived complexes. A bidentate P,N-coordination mode was inferred for ligands that gave high enantioselectivity in the allylic substitution reaction. In the experiment, the researchers used many compounds, for example, (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2Reference of (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine)

(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.Reference of (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine 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

《Modified Amino Acid-Derived Phosphine-Imine Ligands for Palladium-Catalyzed Asymmetric Arylation of Cyclic N-Sulfonyl Imines》 was published in Advanced Synthesis & Catalysis in 2017. These research results belong to Zhou, Bo; Li, Kaizhi; Jiang, Chunhui; Lu, Yixin; Hayashi, Tamio. COA of Formula: C18H24NP The article mentions the following:

A series of chiral phosphine-imine ligands were synthesized starting with α-amino acids and examined for palladium-catalyzed asym. addition of arylboronic acids to cyclic N-sulfonyl imines. High catalytic activities (up to 99% yield) and high enantioselectivities (up to 98% ee) were achieved for cyclic N-sulfonyl aldimines and ketimines with five and six-membered ring structures. In the experiment, the researchers used many compounds, for example, (S)-1-(Diphenylphosphino)-3,3-dimethylbutan-2-amine(cas: 286454-86-2COA of Formula: C18H24NP)

(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.COA of Formula: C18H24NP 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