COPPER-CATALYZED CONJUGATE ADDITION OF TRIALKYLALUMINUM TO ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS

Authors
KABBARA J FLEMMING S NICKISCH K NEH H WESTERMANN J
Citation
J. Kabbara et al., COPPER-CATALYZED CONJUGATE ADDITION OF TRIALKYLALUMINUM TO ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS, Tetrahedron, 51(3), 1995, pp. 743-754
Citations number
63
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
3
Year of publication
1995
Pages
743 - 754
Database
ISI
SICI code
0040-4020(1995)51:3<743:CCAOTT>2.0.ZU;2-0
Abstract
The Michael-type reaction of copper-catalyzed trialkylaluminium reagen ts with alpha,beta-unsaturated carbonyl compounds is a useful and simp le procedure for the transfer of hydrocarbon substituents. The scope o f this process and the effect of chlorotrimethylsilane as additive wer e investigated. Preparatively useful results were generally obtained f or enones even with higher organoaluminium reagents, whereas the react ion with alpha,beta-unsaturated aldehydes was limited to the use of tr imethylaluminium.