87565-77-3

Upstream product

• 265134-94-9 4-[(Z)-1-ethyl-1-propenyl]morpholine 
• 83577-47-3 methyl 4-(trimethylsilyl)-3-pyrrolidinocrotonate 
• 90087-77-7 methyl 3-pyrrolidinoacrylate 
• 23516-90-7 1-((Z)-1-Propyl-but-1-enyl)-pyrrolidine 
• 131566-96-6 4-((Z)-1-Propyl-but-1-enyl)-morpholine 
• 286851-15-8 N-(1-ethyl-1-propenyl)pyrrolidine 
• 55212-79-8 (E)-3-pyrrolidinobut-2-enoic acid methyl ester 

Relevant academic research and scientific papers

Chemistry of 4-trimethylsilyl-3-dialkylaminocrotonate esters and the cycloaromatization reactions with enamines

Methyl 4-trimethylsilyl-3-dialkylaminocrotonate is synthesized by the silylation of methyl 3-dialkylaminocrotonate.It reacts with carbonyl electrophiles at its γ-position.The unusual regiochemistry of this reaction is studied and rationalized.It reacts with enamines derived from acyclic ketones to give aromatic compounds in a 3C+3C combination and with enamines derived from cycloketones of 5- to 8-membered rings to give aromatic compounds in a 4C+2C combination.A mechanism for this cycloaromatization reaction is proposed.

CYCLOAROMATIZATION REACTION OF ENAMINES

Condensation of enamines with 4-trimethylsilyl-3-dialkylamino-crotonate esters under acid catalysed conditions gives aromatic compounds according to a 3C+3C or a 4C+2C manner depending on the structure of the enamine.