64298-96-0

Upstream product

• 40216-71-5 methyl 2-(benzylideneamino)propanoate 
• 292638-85-8 acrylic acid methyl ester 
• 120328-90-7 methyl (E)-N-benzylidenealaninate 
• 100-52-7 benzaldehyde 
• 53933-42-9 2-(benzylidene-amino)-propionic acid methyl ester 

Downstream Products

• 75517-02-1 dimethyl 2-methyl-t-5-phenyl-r-2,c-4-pyrrolidinedicarboxylate 
• 75517-02-1 dimethyl 2-methyl-c-5-phenyl-r-2,c-4-pyrrolidine-dicarboxylate 
• 56145-24-5 methyl 2-methyl-5-oxopyrrolidine-2-carboxylate 

Relevant academic research and scientific papers

Solventless lactam synthesis by intramolecular cyclizations of α-iminoester derivatives under microwave irradiation

We have previously reported a new synthesis of amides from esters and amines under microwave irradiation, offering much higher yields than those achieved with conventional heating [1]. We have now extended these studies to the ring closure of neat iminoes

X=Y-ZH systems as potential 1,3-dipoles. Part 61: Metal exchanged zeolites, silver(I) oxide, Ni(II) and Cu(I) complexes as catalysts for 1,3-dipolar cycloaddition reactions of imines generating proline derivatives

A range of regio- and stereo-selective 1,3-dipolar reactions of imines of α-amino esters, generating polysubstituted prolines, catalysed by silver(I) exchanged zeolites or silver(I) supported on titania, both in combination with DBU, are described. The us

Generation of an N-Sodioazomethine Ylide and Its Cycloadditions with α,β-Unsaturated Esters

Treatment of methyl 2-(benzylideneamino)propanoate with sodium hydride in THF generates an N-sodioazomethine ylide, which shows a very poor stereoselectivity in the cycloaddition with methyl acrylate.However, addition of such a base as triethylamine or t-

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 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

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

SOLID-LIQUID PHASE TRANSFER CATALYTIC SYNTHESIS OF α-AMINO ACID VIA ALKYLATION AND NUCLEOPHILIC ADDITION OF BENZALDEHYDE IMINES

A short, mild and efficient synthetic route of α-amino acid via alkylation, Michael addition and carbonyl addition as well as cycloaddition of aldimines derived from glycine and alanine esters with benzaldehyde under solid-liquid phase transfer catalytic condition has been studied.The key to solid-liquid phase transfer catalyzed reactions is the selection of a base for the various reactants.The yield is dependent on the base used.The results obtained using KOH, K2CO3 and Na2CO3 are discussed.The kinetics of solid-liquid PTC benzylation has been investigated and we propose a possible mechanism of solid-liquid PTC as an interface auto-catalytic procedure.The details of some syntheses of α-amino acids are presented.

A CONVENIENT CATALYTIC SYSTEM OF POTASSIUM CARBONATE AND ALKANOL: THE MICHAEL ADDITION AND CARBONYL ADDITION REACTIONS OF IMINE COMPOUNDS

The nucleophilic addition of imine compounds to dipolarophiles can be conveniently performed in protic alkanol solvents using solid K2CO3 as a base.This method may be adapted on the large scale preparation of glutamine and serine derivatives.

ALKYLATION OF SHIFF BASE ANIONS WITH ω-HALOGENO ESTERS: A LACTAM SYNTHESIS.

Imine anions of α-aminoesters, obtained from NaH/DMSO are alkylated with ω-halogenoesters.Thermolysis of the alkylated compounds lead to functionnalized lactams.

SOLID-LIQUID PHASE TRANSFER CATALYTIC SYNTHESIS (V) MICHAEL ADDITION, CARBONYL ADDITION REACTIONS OF THE ALDIMINES

Nucleophilic addition of aldimines to the active methylene compounds and aldehyde compounds can be performed in solid-liquid PTC conditions.The reactions are synthetically useful in preparing α-amino acids.