ADDITION-REACTIONS OF CYCLIC S-TRANS-ENAMINONES WITH GRIGNARD-REAGENTS

Authors
SHAWE TT HANSEN DB PEET KA PROKOPOWICZ AS ROBINSON PM CANNON A DOUGHERTY KE ROSS AA LANDINO LM
Citation
Tt. Shawe et al., ADDITION-REACTIONS OF CYCLIC S-TRANS-ENAMINONES WITH GRIGNARD-REAGENTS, Tetrahedron, 53(5), 1997, pp. 1547-1556
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
5
Year of publication
1997
Pages
1547 - 1556
Database
ISI
SICI code
0040-4020(1997)53:5<1547:AOCSWG>2.0.ZU;2-I
Abstract
Addition of Grignard reagents to s-trans-enaminones derived from 1,3-c ycloalkanediones are described. In dichloromethane, addition of phenyl magnesium bromide gave 3-phenyl substituted cycloalkenones. Alkylmagne sium halides underwent multiple addition reactions, giving mixtures of the 3-alkylcycloalkenones and 1,3-dialkyl-3-(dialkylamino)cyclohexene s. In tetrahydrofuran, only the 3-alkylcycloalkenone was obtained. (C) 1997, Elsevier Science Ltd.