Gallium metal mediated allylation of carbonyl compounds and imines under solvent-free conditions

P.C. Andrews, A.C. Peatt, Colin Raston

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Abstract

Gallium metal is effective in mediating the allylation of various carbonyl compounds and imines under solvent-free conditions, with the application of sonic energy, affording the corresponding homoallylic alcohols and amines. The imines themselves were also prepared under solventless conditions in high yield, thereby establishing a two-step solvent-free synthesis of homoallylic amines. In comparison, indium metal produced a mixture of the desired homoallylic secondary amine and the bisallylated species via an iminium ion intermediate. (C) 2003 Elsevier Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)243-248
JournalTetrahedron Letters
Volume45
Issue number2
DOIs
Publication statusPublished - 2004

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