SYNTHESIS OF BETA-SILYLATED OLEFINS FROM ALPHA,BETA-UNSATURATED ALDEHYDES AND KETONES

Citation
M. Bolourtchian et al., SYNTHESIS OF BETA-SILYLATED OLEFINS FROM ALPHA,BETA-UNSATURATED ALDEHYDES AND KETONES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 35(6), 1996, pp. 590-591
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
03764699
Volume
35
Issue
6
Year of publication
1996
Pages
590 - 591
Database
ISI
SICI code
0376-4699(1996)35:6<590:SOBOFA>2.0.ZU;2-C
Abstract
alpha,beta-Unsaturated aldehydes and ketones such as phorone, benzalac etone, benzalacetophenone, 4-(2-furyl)-3-buten-4-one and beta-ionone, react with TMS-Cl in the presence of Li in THF to give conjugated beta -silylated enoxysilanes. Hydrolysis of this compounds in acidic media produce beta-silyted aldehydes, ketones and epsilon-diketones, a resul t of reductive addition reaction. Reactions of beta-silylated aldehyde s or ketones with Wittig reagent give beta-silylated olefins.