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.

引用

页码：243 / 248

页数：6

共 34 条

[31] Gallium-mediated allylation of carbonyl compounds in water [J].