A novel nucleophilic substitution of in situ generated 3-tert-butyldimethyl-silyloxyalk-2-enylsulfonium salts with allylindium reagents

Citation
Ph. Lee et al., A novel nucleophilic substitution of in situ generated 3-tert-butyldimethyl-silyloxyalk-2-enylsulfonium salts with allylindium reagents, ORG LETT, 3(20), 2001, pp. 3205-3207
Citations number
43
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
1523-7060 → ACNP
Volume
3
Issue
20
Year of publication
2001
Pages
3205 - 3207
Database
ISI
SICI code
1523-7060(20011004)3:20<3205:ANNSOI>2.0.ZU;2-W
Abstract
GRAPHICS In situ generated 3-tert-butyidimethylsilyloxyalk-2-enylsulfonium salts der ived from the reaction of alpha beta -enones with dimethyl sulfide in the p resence of TBSOTf undergo a novel nucleophilic substitution with in situ ge nerated allylindium reagents from indium and allyl halides to give silyl en ol ethers of delta,epsilon -unsaturated ketones, which correspond to Michae l addition products, in good yields.