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

被引：47
作者：
Andrews, PC
Peatt, AC
Raston, CL
机构：
[1] Monash Univ, Sch Chem, Ctr Green Chem, Clayton, Vic 3800, Australia
[2] Univ Western Australia, Sch Biomed & Chem Sci, Perth, WA 6009, Australia
来源：
TETRAHEDRON LETTERS | 2004年 / 45卷 / 02期
基金：
澳大利亚研究理事会;
关键词：
gallium; indium; imines; allylation; solvent free; aldehydes;
D O I：
10.1016/j.tetlet.2003.10.188
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
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收藏
页码：243 / 248
页数：6
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