Novel Mg-organic reagents in organic synthesis. Cp2TiCl2 catalyzed intermolecular cyclomagnesiation of cyclic and acyclic 1,2-dienes using Grignard reagents

被引:44
作者
D'yakonov, Vladimir A. [1 ]
Makarov, Aleksey A. [1 ]
Ibragimov, Askhat G. [1 ]
Khalilov, Leonard M. [1 ]
Dzhemilev, Usein M. [1 ]
机构
[1] Russian Acad Sci, Inst Petrochem & Catalysis, Ufa 450075, Russia
关键词
Metallacycles; Cyclomagnesiation; Allenes; Homogeneous catalysis; Titanium; Dzhemilev reaction;
D O I
10.1016/j.tet.2008.08.041
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
High-yield (> 80%) catalytic intermolecular cyclomagnesiation of cyclic and acyclic allenes with the aid of Grignard reagents has been realized in the presence of Cp2TiCl2. The synthesized unsaturated bi- and tricyclic organomagnesium compounds (OMC) have been successfully converted in situ into thiophenes, unsaturated ketones, cyclic and acyclic hydrocarbons with high regio- and stereoselectivity. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10188 / 10194
页数:7
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