82959-84-0

Upstream product

• 57402-97-8 N-<(trimethylsilyl)methyl>benzaldimine 
• 624-49-7 dimethylfumarate 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 82959-80-6 (2S,3R,4R)-2-Phenyl-pyrrolidine-1,3,4-tricarboxylic acid 1-benzyl ester 3,4-dimethyl ester 
• 82959-82-8 dimethyl 2-phenyl-3,4-pyrrolidinedicarboxylate 
• 82959-80-6 (2R,3R,4R)-2-Phenyl-pyrrolidine-1,3,4-tricarboxylic acid 1-benzyl ester 3,4-dimethyl ester 
• 109-65-9 1-bromo-butane 
• 90606-10-3 (E)-N-(phenylmethylene)-1-(trimethylsilyl)methylamine 
• 542-69-8 1-iodo-butane 
• 778-28-9 butyl para-toluenesulfonate 
• 109-69-3 n-Butyl chloride 
• 82959-80-6 (2R,3S,4S)-2-Phenyl-pyrrolidine-1,3,4-tricarboxylic acid 1-benzyl ester 3,4-dimethyl ester 
• 100-52-7 benzaldehyde 

Downstream Products

• 82959-82-8 (2S,3R,4R)-2-Phenyl-pyrrolidine-3,4-dicarboxylic acid dimethyl ester 
• 82959-82-8 (2R,3R,4R)-2-Phenyl-pyrrolidine-3,4-dicarboxylic acid dimethyl ester 
• 79962-71-3 (2R,3S,4S)-1-Benzoyl-2-phenyl-pyrrolidine-3,4-dicarboxylic acid dimethyl ester 
• 79962-71-3 (2R,3R,4S)-1-Benzoyl-2-phenyl-pyrrolidine-3,4-dicarboxylic acid dimethyl ester 
• 79962-71-3 (2R,3S,4R)-1-Benzoyl-2-phenyl-pyrrolidine-3,4-dicarboxylic acid dimethyl ester 
• 94191-22-7 (3R,4R)-1-Butyl-2-phenyl-pyrrolidine-3,4-dicarboxylic acid dimethyl ester 
• 82959-80-6 (2R,3R,4R)-2-Phenyl-pyrrolidine-1,3,4-tricarboxylic acid 1-benzyl ester 3,4-dimethyl ester 
• 82959-80-6 (2S,3R,4R)-2-Phenyl-pyrrolidine-1,3,4-tricarboxylic acid 1-benzyl ester 3,4-dimethyl ester 

Relevant academic research and scientific papers

WATER-INDUCED FORMATION OF AZOMETHINE YLIDE 1,3-DIPOLE. STEREOSPECIFIC AND REGIOSELECTIVE CYCLOADDITION REACTIONS

An N-(trimethylsilylmethyl)imine generates the azomethine ylide 1,3-dipole of nonstabilized type, when treated with water, which cycloadds to olefinic dipolarophiles in a stereospecific and regioselective manner.

One-Pot Synthesis of N-Alkylpyrrolidines by 1,3-Dipolar Cycloaddition

N-Alkylpyrrolidines were obtained by one-pot synthesis through 1,3-dipolar cycloaddition of the N-alkylazomethine ylide intermediates generated from N-(benzylidene)trimethylsilylmethylamine and alkyl halide or tosylate.

Synthetic Versatility of N(Silylmethyl)imines: Water-Induced Generation of N-Protonated Azomethine Ylides of Nonstabilized Type and Fluoride-Induced Generation of 2-Azallyl Anions

N-(Silylmethyl)imines generate N-protonated azomethine ylides of nonstabilized type when treated with water in HMPA, which undergo stereospecific and regioselective cycloadditions with electron-poor olefins affording N-unsubstituted pyrrolidines.On the other hand, fluoride-induced desilylation of the imines leads to 2-azallyl anions which are found to be synthetic equivalents of aminomethyl anion in the Michael additions with electron-poor olefins and nucleophilic additions with carbonyl compounds.

Trimethylsilyl Triflate-Catalyzed 1,3-Dipolar Cycloaddition Leading to N-Unsubstituted Pyrrolidines

Dipolar cycloaddition of an intermediary N-trimethylsilyltrimethylsilylmethyliminium salt formed from N-(benzylidene)trimethylsilylmethylamine by the catalytical action of trimethylsilyl triflate to conjugated alkene or alkyne gave N-unsubstituted pyrroli

1,3-DIPOLAR CYCLOADDITION LEADING TO N-ALKYLPYRROLIDINES

1,3-Dipolar cycloaddition of an intermediary methyleneiminium ylide formed from N-(benzylidene)trimethylsilylmethylamine and alkyl halide to conjugated olefinic dipolarophiles has been found to give N-alkylpyrrolidines.KEYWORDS - N-alkylpyrrolidine; N-unsubstituted pyrrolidine; 1,3-dipolar cycloaddition; N-alkyltrimethylsilylmethyliminium salt; methyleneiminium ylide

1,3-Dipolar Cycloaddition Leading to N-Acylated Pyrrolidines and 2,5-Dihydropyrroles

Dipolar cycloaddition of an intermediary N-acyltrimethylsilylmethyliminium salt formed from N-(benzylidene)trimethylsilylmethylamine and acyl chloride to conjugated alkenes or alkines gave N-acylpyrrolidines or N-acyl-2,5-dihydropyrroles, respectively.The

A NEW TRIMETHYLSILYL TRIFLATE-CATALYZED 1,3-DIPOLAR CYCLOADDITION LEADING TO PYRROLIDINES

Pyrrolidines were obtained by a new, trimethylsilyl triflate-catalyzed cycloaddition of an intermediary N-trimethylsilylated methylene-iminium ylide, a 1,3 dipole, to olefinic and acetylenic dipolarophiles.