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

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GRAPHICS In situ generated 3-tert-butyidimethylsilyloxyalk-2-enylsulfonium salts derived from the reaction of alpha beta -enones with dimethyl sulfide in the presence of TBSOTf undergo a novel nucleophilic substitution with in situ generated allylindium reagents from indium and allyl halides to give silyl enol ethers of delta,epsilon -unsaturated ketones, which correspond to Michael addition products, in good yields.
Publisher
AMER CHEMICAL SOC
Issue Date
2001-10
Language
English
Article Type
Article
Keywords

INDIUM-MEDIATED ALLYLATION; AQUEOUS-MEDIA; CARBONYL-COMPOUNDS; ALPHA,BETA-UNSATURATED KETONES; CONJUGATE ADDITION; ORGANIC-SYNTHESIS; ALDEHYDES; SELECTIVITY; OLEFINS

Citation

ORGANIC LETTERS, v.3, no.20, pp.3205 - 3207

ISSN
1523-7060
URI
http://hdl.handle.net/10203/79059
Appears in Collection
CH-Journal Papers(저널논문)
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