86774-64-3

Upstream product

• 61996-18-7 cyclopent-1-enylglycine 
• 66-99-9 β-naphthaldehyde 
• 86774-60-9 Amino-cyclopent-1-enyl-acetic acid methyl ester 
• 941-69-5 N-phenyl-maleimide 
• 86774-59-6 Cyclopent-1-enyl-{[1-naphthalen-2-yl-meth-(E)-ylidene]-amino}-acetic acid methyl ester 
• 86774-59-6 methyl N-(2-naphthylidene)cyclopent-1-enylglycinate 

Relevant academic research and scientific papers

X=Y-ZH Systems as Potential 1,3-Dipoles. Part 26. 1,5-Electrocyclisation and Tandem 1,5-Electrocyclisation-Aldol Type Condensation Processes in Imines.

A 1,2-prototropy route and an iminium ion route to vinyl azomethine ylides are described.In both cases the vinyl azomethine ylides undergo 1,5-electrocyclisation to dihydropyrroles.In the former case the 1,5-electrocyclisation is solvent sensitive and completes with a prototropic process giving the imine of an α,β-unsaturated α-amino ester.The mechanism and solvent sensivity are discussed.In the latter case the dihydropyrrole reacts further with aldehydes via an aldol type condensation.

X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES. 1,5-ELECTROCYCLISATIONS OF IMINES

The naphtylidene imine of methyl (1-cyclopentenyl)glycine undergoes competitive double bond isomerisation and 1,5-electrocyclisation via a dipolar tautomer.