Iminium ion-mediated cyclizations of 4-aryl-1,4-dihydropyridines. Alternate cyclization pathways

Autor:	Wasyl Halczenko, George D. Hartman, David W. Cochran
Rok vydání:	1986
Předmět:	Acid catalysis chemistry.chemical_compound chemistry Stereochemistry Intramolecular force Aryl Organic Chemistry Iminium General Chemistry Nuclear magnetic resonance spectroscopy Medicinal chemistry Catalysis Ion
Zdroj:	Canadian Journal of Chemistry. 64:556-559
ISSN:	1480-3291 0008-4042
Popis:	Acid-catalyzed cyclization of dimethyl 2,6-dimethyl-4-[(2-ethenyl-5-methoxy)phenyl]-1,4-dihydropyridine-3,5-dicarboxy-late affords novel products via competing intramolecular processes. The present mechanistic pathways differ from previous iminium ion-mediated cycloadditions, to afford conformationally constrained dihydropyridine analogs for study as calcium antagonists. These results illustrate the ability of the dihydropyridine nucleus to function as either a nucleophile or an electrophile, depending upon substituents in the aryl ring.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::aa73e6b6b1a782520ed8f85833e2daa7 https://doi.org/10.1139/v86-089 Zobrazit plný text záznamu