113273-62-4

Upstream product

• 66646-88-6 methyl 2-(benzylideneamino)acetate 
• 292638-85-8 acrylic acid methyl ester 
• 100-52-7 benzaldehyde 
• 66646-88-6 (E)-N-benzylideneglycine methyl ester 
• 104249-92-5 methyl 2-((naphthalen-2-yl)methyleneamino)-acetate 
• 119993-20-3 dimethyl N-benzylideneglutamate 

Relevant academic research and scientific papers

Catalytic asymmetric 1,3-dipolar cycloaddition reactions of azomethine ylides - A simple approach to optically active highly functionalized proline derivatives

Highly substituted pyrrolidines 4 are formed in a highly diastereo- and enantioselective 1,3-dipolar cycloaddition reaction of azomethine ylides with electron-deficient alkenes 2. The azomethine ylides are generated from glycinates 1 catalyzed by a chiral zinc(II) bisoxazoline catalyst 3.

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.

Switching Diastereoselectivity in Catalytic Enantioselective (3+2) Cycloadditions of Azomethine Ylides Promoted by Metal Salts and Privileged Segphos-Derived Ligands

Catalytic enantioselective 1,3-dipolar cycloaddition between imino esters and electrophilic alkenes, employing chiral metal complexes derived from copper(I) and silver(I) salts and (S)-DM-or (S)-DTBM-Segphos as ligands produces diastereodivergently exo-or

Switching the stereoselectivity: (Fullero)Pyrrolidines "a la Carte"

Stereodivergent syntheses of cis/trans pyrrolidino[3,4:1,2]fullerenes and endo/exo pyrrolidines are reported with high enantioselectivity levels. Fullerenes are revealed as a useful benchmark to develop suitable catalysts to control the stereochemical out

Chiral silver amide catalyst for the [3+2] cycloaddition of α-amino esters to olefins

Silver lining: Highly exo-selective asymmetric [3+2]cycloaddition of α-amino ester Schiff bases with activated olefins proceeds in the presence of AgHMDS/1. The α-amino ester Schiff bases including those derived from aliphatic imines successfully reacted

Chiral silver amides as effective catalysts for enantioselective [3+2] cycloaddition reactions

Asymmetric [3+2] cycloaddition of α-aminoester Schiff bases with substituted olefins is one of the most efficient methods for the preparation of chiral pyrrolidine derivatives in optically pure form. In spite of its potential utility, applicable substrate

Diversity oriented synthesis of pyrrolidines via natural carbohydrate solid acid catalyst

Natural carbohydrate scaffold catalyzed diastereoselective synthesis of functionalized pyrrolidines have been developed via 1,3-dipolar cycloaddition of azomethine ylides derived from α-imino esters with dienes or dipolarophiles. Naturally most abundant carbohydrates, like cellulose and starch, were converted into their sulfuric acid derivative, which are exhibiting efficient catalytic properties, along with excellent cost effectivity and recyclability. The advantages of this methodology are diversity oriented metal free synthesis of functionalized pyrrolidines, mild reaction condition, high diasteroselectivity and yield.

Novel highly functionalized benzoylaminocarbothioyl pyrrolidine from benzoylisothiocyanate and substitueted pyrrolidine derived from α-aminoasit ester via imine -azomethine ylide-1,3-dipolar cycloaddition cascade

A series of novel highly functionalized benzoylaminocarbothioyl pyrrolidines were prepared by the reaction of benzoylisothiocyanate with substitueted pyrrolidine derived from α -aminoasit ester via metal catalsed imine -azomethine ylides-1,3-Dipolar Cycloaddition in excellent yield. An example of chiral version benzoylaminocarbothioyl pyrrolidine were also reported. The chirality oryginated from menthyl acrylate as chiral dipolarophile in the cycloaddition cascade and induced three novell chiral centres.

X=Y-ZH COMPOUNDS AS POTENTIAL 1,3-DIPOLES. PART 24. PREPARATION AND THERMAL FRAGMENTATION OF IMIDAZOLIDINES. INFLUENCE OF METAL SALTS ON PYRROLIDINE VERSUS IMIDAZOLIDINE FORMATION

Imines of diethyl aminomalonates slowly dimerise to imidazolidines in ethanol or methylene chloride at 40 deg C, but cycloaddition to other imines does not occur.Imines of glycine, alanine and phenylglycine methyl esters undergo rapid regio- and stereo-sp

Lithium Bromide/Triethylamine Induced Cycloaddition of N-Alkylidene 2-Amino Esters and Amides to Electron-Deficient Olefins with High Regio- and Stereoselectivity

The imines of 2-amino esters and amides derived from glycine, alanine, and valine are deprotonated by the action of a lithium halide and triethylamine (or DBU).The resulting anionic intermediates undergo highly regio- and stereoselective cycloadditions with a variety of olefins activated by carbonyl-type substituents to produce stereochemically defined derivatives of proline esters or amides.The scope and limitations of this novel cycloaddition are discussed.