REACTION OF DIANIONS OF ACYCLIC BETA-ENAMINO KETONES WITH ELECTROPHILES .8(A). SYNTHESIS OF TRIALKYLSILYLENAMINONES AND ALPHA'-SILYLATED BETA-DIKETONES

Authors
BARTOLI G BOSCO M DALPOZZO R DENINO A IANTORNO E TAGARELLI A PALMIERI G
Citation
G. Bartoli et al., REACTION OF DIANIONS OF ACYCLIC BETA-ENAMINO KETONES WITH ELECTROPHILES .8(A). SYNTHESIS OF TRIALKYLSILYLENAMINONES AND ALPHA'-SILYLATED BETA-DIKETONES, Tetrahedron, 52(27), 1996, pp. 9179-9186
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
27
Year of publication
1996
Pages
9179 - 9186
Database
ISI
SICI code
0040-4020(1996)52:27<9179:RODOAB>2.0.ZU;2-V
Abstract
alpha'- and gamma-Dianions of beta-(monoalkylamino) alpha,beta-unsatur ated ketones react with trialkylchlorosilanes leading to alpha'- and g amma-trialkylsilylenaminones. Conversely from trimethylchlorosilane, t he reaction between dianions of 3-(N-isopropylamino)-1-arylbut-2-en-1- ones and t-butyldimethylchlorosilane or triisopropylchlorosilane leads to the corresponding 4-trialkylsilyl derivatives. An explanation of t hese findings is reported. Hydrolysis of these compounds affords the u ntil now unknown alpha' silylated beta-diketones. Copyright (C) 1996 E lsevier Science Ltd