75516-88-0

Upstream product

• 15028-40-7 DL-2-phenylglycine methyl ester hydrochloride 
• 67627-99-0 N-benzyliden-α-phenyl-glycine methyl ester 
• 153924-62-0 N-benzylidenephenylglycine methyl ester 
• 75984-45-1 dimethyl 2-(benzylideneamino)-2-phenylpentanedioate 
• 292638-85-8 acrylic acid methyl ester 
• 75516-88-0 dimethyl 2,c-5-diphenyl-r-2, c-4-pyrrolidine dicarboxylate 
• 100-52-7 benzaldehyde 

Downstream Products

• 75516-88-0 dimethyl 2,c-5-diphenyl-r-2,t-4-pyrrolidinedicarboxylate 

Relevant academic research and scientific papers

Ag(I)/CAAA-Amidphos Complex Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Acrylates for the Formal Synthesis of (+)-Ibophyllidine

In this work, we introduced a multifunctional Ag(I)/CAAA-amidphos complex catalyzed asymmetric 1,3-dipolar cycloaddition of acrylates with α-imino esters, affording a series of 2,4,5-trisubstituted endo -pyrrolidines in good yields (up to 97%) with high enantioselectivities (up to 98% ee). Meanwhile, the catalytic system was also applied in the three-component one-pot reaction of α-imino esters formed in situ under the action of N,N ′-diisopropylcarbodiimide. In addition, the gram-scale reaction was realized for the formal synthesis of (+)-ibophyllidine in eight steps.

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.

Cycloaddition vs. Michael Addition in the Metal Halide/Amine-Induced Reactions of α-(Alkylideneamino) Esters with Electron-Deficient Olefins

The lithiated intermediate derived from methyl 2-(benzylideneamino)propanoate and lithium bromide/triethylamine undergoes cycloaddition and Michael addition with methyl acrylate. 1,3-Dipole character of the intermediate is suggested on the basis of the pr

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

X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES. PART 17. SEQUENTIAL MICHAEL ADDITION-5-ENDO-TRIG CYCLISATION OF ARYLIDENE IMINES OF Α-AMINO ACID ESTERS

Imines of α-amino acid esters undergo regiospecific Michael addition to methyl acrylate or acrylonitrile in good yield in benzene at 25 degC catalysed by benzyltrimethylammonium methoxide (BTAM).The Michael adducts cyclise to a mixture of two stereoisomer

X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES. PART 15. AMINE GENERATED AZAALLYL ANIONS VERSUS METALLO-1,3-DIPOLES IN CYCLOADDITIONS OF α-AMINO ACID ESTERS. FACILE REGIO- AND STEREO-SPECIFIC FORMATION OF PYRROLIDINES.

Kinetic studies of the deprotonation of arylidine imines of alanine and phenylglycine esters by tertiary amines and pyridine and cycloaddition of the resultant 4?-azaallyl anions to N-phenylmaleimide show the expected dependance on the p-substituent in th

5-Endo-Trig Cyclisation and 1,3-Anionic Cycloaddition in Arylimine Derivatives of α-Amino Acid Esters

Michael adducts of imines of α-amino acid esters are converted into a mixture of two stereoisomeric pyrrolidines by benzyltrimethylammonium methoxide (BTAM) apparently by a 5-endo-trig cyclisation.

X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES. THE STEREOCHEMISTRY AND REGIOCHEMISTRY OF CYCLOADDITION REACTIONS OF IMINES OF α-AMINO-ACID ESTERS.

The stereochemistry and regiochemistry of cycloadditions of α-amino acid ester imines is dependent both on imine structure and on the reactivity of the dipolarophile.Phenylglycine imines undergo competing dipole stereomutation and cycloaddition with some dipolarophiles.