REACTIVITY OF THE CARBONYL GROUP IN WATER - GENERATION OF AZOMETHINE YLIDES FROM AQUEOUS FORMALDEHYDE - MICHAEL ADDITION VERSUS DIPOLAR TRAPPING

Authors
LUBINEAU A BOUCHAIN G QUENEAU Y
Citation
A. Lubineau et al., REACTIVITY OF THE CARBONYL GROUP IN WATER - GENERATION OF AZOMETHINE YLIDES FROM AQUEOUS FORMALDEHYDE - MICHAEL ADDITION VERSUS DIPOLAR TRAPPING, Journal of the Chemical Society. Perkin transactions. I, (19), 1995, pp. 2433-2437
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
19
Year of publication
1995
Pages
2433 - 2437
Database
ISI
SICI code
0300-922X(1995):19<2433:ROTCGI>2.0.ZU;2-K
Abstract
The ability of aqueous formaldehyde to generate azomethine ylides has been studied. Treatment of methyl N-methylglycinate with dipolarophile s in commercial aqueous formaldehyde gives pyrrolidines by azomethine ylide cycloaddition which competes with a Michael addition.