144538-28-3

Upstream product

• 66646-88-6 methyl 2-(benzylideneamino)acetate 
• 624-49-7 dimethylfumarate 
• 100-52-7 benzaldehyde 
• 1205-08-9 methyl hippurate 
• 66646-88-6 (E)-N-benzylideneglycine methyl ester 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 23055-10-9 1,4-dimethyl but-2-enedioate 
• 144436-70-4 (2S,5R,6S,8R,9R)-5,6,7-triphenyl-8,9-dicarbomethoxy-1-aza-4-oxabicyclo<4.3.0>nonan-3-one 

Relevant academic research and scientific papers

A Chiral Secondary Amine-Amidophosphane Precatalyst for Silver-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition Reactions

A class of multifunctional amidophosphanes derived from chiral 1,2-diphenylethylenediamines and natural α-amino acids has been developed. Among these, in combination with silver(I) salts, a chiral secondary amine-amidophosphane precatalyst has been demonstrated as being a highly efficient multifunctional precatalyst in the asymmetric 1,3-dipolar cycloaddition of azomethine ylides, including a series of heterocyclic, aliphatic, and 2-substituted azomethine ylides, and aromatic α,β-unsaturated aldehyde derived imino esters with different electron-deficient alkenes, as well as the three-component reaction of α-imino esters generated in situ by using N, N ′-diisopropylcarbodiimide as dehydrating agent. Under optimal conditions, highly functionalized endo -adducts were obtained in high to excellent yields (up to 99% yield) and enantioselectivities (up to >99.9% ee).

Highly enantioselective Ag(I)-catalyzed [3 + 2] cycloaddition of azomethine ylides

A highly reactive Ag(I)-catalyzed [3 + 2] cycloaddition of azomethine ylides is founded using AgOAc as the catalytic precursor and phosphines as ligands. Using a new bis-ferrocenyl amide phosphine (FAP) as the ligand, we found that high enantioselectiviti

AgOAc catalyzed asymmetric [3+2] cycloaddition of azomethine ylides with chiral ferrocene derived P,S ligands

Ferrocene derived P,S-heterodonor ligands were effectively used in AgOAc catalyzed asymmetric cycloaddition of azomethine ylides. The roles of planar chirality and electronic properties of the phosphorous substituents have been examined, and up to 93% ee

Chiral ferrocene P, N ligand derivative and preparation method and application thereof

The invention aims to provide a chiral ferrocene P, N ligand derivative and a preparation method and application thereof. The preparation method comprises the following steps: adding a chiral ferrocene phosphine amine compound, an acetophenone compound, neutral Al2O3 and anhydrous MgSO4 into a reaction container, adding a reaction solvent under the protection of nitrogen, carrying out stirring reaction at 100-130 DEG C, carrying out suction filtration, carrying out reduced pressure distillation to remove the solvent, dissolving in ethanol, adding NaBH4, and carrying out reduced pressure concentration and chromatography after the reduction reaction is completed to obtain the chiral ferrocene P, N ligand derivative. The chiral ferrocene P, N ligand derivative prepared by the invention has the advantages of novel structure and fine and adjustable spatial stereoeffect and electronic effect, can be used for catalyzing asymmetric 1, 3 dipole cycloaddition reaction, and has the advantages ofhigh catalytic efficiency and high enantiomeric selectivity.

CHIRAL 1,2-DIAMINOCYCLOHEXANE-α-AMINO ACID-DERIVED AMIDPHOS/Ag(I)-CATALYZED DIVERGENT ENANTIOSELECTIVE 1,3-DIPOLAR CYCLOADDITION of AZOMETHINE YLIDES

A series of chiral 1,2-diaminocyclohexane-α-amino acid-derived amidophosphanes in combination with silver(I) salts, have been developed to cooperatively catalyze the azomethine ylides-involved 1,3-dipolar cycloaddition with different electron-deficient alkenes. Among these, the (1S,2S)-1,2-cyclohexanediamine-L-tert-leucine-derived amidphos/Ag(I) has been demonstrated as being a highly efficient catalytic system in the cis-1,2-disubstituted electron-deficient olefins-involved 1,3-dipolar cycloaddition of azomethine ylides, including a series of aromatic, heteroaromatic, aliphatic, and 2-substituted azomethine ylides, affording various fully substituted pyrrolidines in high to excellent yields (up to 97% yield) and enantioselectivities (up to 97% ee). Interestingly, the (1R,2R)-1,2-cyclohexanediamine-L-tert-leucine-derived amidphos/Ag(I) can efficiently catalyze terminal electron-deficient olefin-involved 1,3-dipolar cycloaddition, giving a series of 2,4,5-tri-substituted pyrrolidines with up to 92% yield and 92% ee.

AG (I)/sec - Amine - amidphos - catalyzedendo - Stereoselective synthesis of fully substituted pyrrolidines via 1,3-dipolar cycloaddition based on azomethine ylides

Cooperative catalysis using multifunctional organic scaffolds in combination with transition-metal ions is emerging as a powerful tool in asymmetric synthesis. In this report, a series of multifunctional amidophosphanes derived from substituted 1,2-benzenediamine or 2-aminobenzylamine and chiral α-amino acids, in combination with silver(I) salts, have been developed to cooperatively catalyze the azomethine ylides-involved 1,3-dipolar cycloaddition with maleates. Under optimal conditions, fully substituted endo-pyrrolidines were obtained in high to excellent yields (up to 92% yield) and enantioselectivities (up to 94% ee).

1,3-Dipolar Cycloadditions of Stabilized Azomethine Ylides and Electrophilic Alkenes Mediated by a Recyclable TSIL·AgOAc Catalyst

The synthesis of a task-specific ionic liquid (TSIL) based on a BMIM ionic liquid phosphane is achieved by modification of the original procedure. It is used as a ligand with AgOAc, and the resulting complex is fully characterized. This catalytic system promotes the 1,3-dipolar cycloaddition of stabilized azomethine ylides and electrophilic alkenes using a green methodology. The green character was analyzed using an overall set of parameters finding the optimal conditions and individualized separation/purification methods for each cycloadduct. The determination of the most important green metrics is reported in this survey, demonstrating the value of this methodology on a laboratory scale or even at an industrial level.

Iridium-Catalyzed Reductive Nucleophilic Addition to Secondary Amides

An iridium-catalyzed reductive nucleophilic addition to secondary amides is reported. After the iridium-catalyzed reduction, the resulting imines can undergo the Strecker reaction, the Mannich reaction, allylation, and [3 + 2]-cycloaddition. The method sh

A novel multifunctional phosphonates/amide ligand catalyst and its synthesis and use

The invention discloses a novel multifunctional phosphine/amide ligand catalyst as well as a synthesis method and an application thereof. The catalyst has a structure as shown in a formula (I) or a formula (II). The molecular structure of the catalyst is scientifically designed, so that the catalyst can be well combined with metal Lewis acid to form a new catalytic system, namely a bronsted/Lewis alkali-Lewis acid system, so that the system activates a nucleophilic reagent and an electrophilic agent which participate in reaction at the same time so as to jointly control a transition state in the reaction, a corresponding chiral environment can be effectively generated, more space can be provided for modifying the structure and changing the metal Lewis acid, so that high selectivity is obtained. The formula (I) and the formula (II) are as shown in the specification, wherein in the formula (I), R represents H, Me, Bn, Ph, iPr or tBu.

l-tert-Leucine-Derived AmidPhos-Silver(I) Chiral Complexes for the Asymmetric [3+2] Cycloaddition of Azomethine Ylides

The l-tert-leucine-derived AmidPhos/silver(I) catalytic system has been developed for the asymmetric [3+2] cycloaddition of azomethine ylides with electronic-deficient alkenes with or without Et3N. Under optimal conditions, highly functionalized endo-4-pyrrolidines were obtained with modest to high yields (up to 99% yield) and enantioselectivities (up to 98% ee).