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pubmed-article:17253812pubmed:abstractTextAldimines derived from aryl and non-enolizable aliphatic aldehydes were allylated with allyl bromide mediated by indium powder in [bpy][BF4] (bpy = N-butylpyridine) to give good yields of the corresponding homoallylic amines. Selective formation of monoallylated amines can be achieved by varying the amount of bromide ion additive in the form of [bpy][Br]. The transient organoindium intermediates, allylindium(I) and allylindium(III) dibromide formed in the reaction, were studied by NMR spectroscopy to explain the selectivity.lld:pubmed
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pubmed-article:17253812pubmed:authorpubmed-author:LawMan ChunMClld:pubmed
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pubmed-article:17253812pubmed:articleTitleSynthetic and mechanistic studies of indium-mediated allylation of imines in ionic liquids.lld:pubmed
pubmed-article:17253812pubmed:affiliationDepartment of Chemistry, McGill University, Montreal, Quebec, Canada H3A 2K6.lld:pubmed
pubmed-article:17253812pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:17253812pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed