Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/10564
Title: Synthetic and mechanistic studies of indium-mediated allylation of imines in ionic liquids
Authors: Law, MC
Cheung, TW
Wong, KY 
Chan, TH 
Issue Date: 2007
Publisher: American Chemical Society
Source: Journal of organic chemistry, 2007, v. 72, no. 3, p. 923-929 How to cite?
Journal: Journal of organic chemistry 
Abstract: (Chemical Equation Presented) Aldimines 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.
URI: http://hdl.handle.net/10397/10564
ISSN: 0022-3263
EISSN: 1520-6904
DOI: 10.1021/jo062198x
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