AUXILIARY-CONTROLLED SITE SELECTIVITY [4-UNSATURATED CARBONYL-COMPOUNDS TO 4,4-BIS-(TRIFLUOROMETHYL)-SUBSTITUTED HETERO-1,3-DIENES(2] CYCLOADDITION REACTIONS OF ALPHA,BETA)

Authors
BURGER K CYRENER J
Citation
K. Burger et J. Cyrener, AUXILIARY-CONTROLLED SITE SELECTIVITY [4-UNSATURATED CARBONYL-COMPOUNDS TO 4,4-BIS-(TRIFLUOROMETHYL)-SUBSTITUTED HETERO-1,3-DIENES(2] CYCLOADDITION REACTIONS OF ALPHA,BETA), Heterocycles, 37(3), 1994, pp. 1719-1729
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
37
Issue
3
Year of publication
1994
Pages
1719 - 1729
Database
ISI
SICI code
0385-5414(1994)37:3<1719:ASS[C>2.0.ZU;2-5
Abstract
[4+2] Cycloaddition reactions of alpha,beta-unsaturated carbonyl compo unds to bis(trifluoromethyl)-1-hetero-3-azabuta-1,3-dienes occur exclu sively across the carbon-oxygen double bond. A complete change of site selectivity is observed in the presence of equimolar amounts of 4-dim ethylaminopyridine (DMAP).