Organometallic Reactions in Aqueous Media. Indium- and Zinc-Mediated Allylation of Sulfonimines1

Sulfonimines derived from aryl and nonenolizable aliphatic aldehydes can be effectively allylated to the corresponding homoallylic sulfonamides with allylic bromides promoted by indium or zinc. The solvent used can be water, THF, or a mixed aqueous THF solvent. The regioselectivity and stereoselecti...

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Veröffentlicht in:Journal of organic chemistry 2000-12, Vol.65 (25), p.8589-8594
Hauptverfasser: Lu, Wenshuo, Chan, Tak Hang
Format: Artikel
Sprache:eng ; jpn
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Zusammenfassung:Sulfonimines derived from aryl and nonenolizable aliphatic aldehydes can be effectively allylated to the corresponding homoallylic sulfonamides with allylic bromides promoted by indium or zinc. The solvent used can be water, THF, or a mixed aqueous THF solvent. The regioselectivity and stereoselectivity of the reaction were studied.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo0009898