Synthesis of Highly Substituted Polyenes by Palladium-Catalyzed Cross-Couplings of Sterically Encumbered Alkenyl Bromides and N- Tosylhydrazones

被引：21
作者：
Paraja, Miguel [1 ,2 ]
Barroso, Raquel [1 ,2 ]
Paz Cabal, M. [1 ,2 ]
Valdes, Carlos [1 ,2 ]
机构：
[1] Univ Oviedo, Dept Quim Organ & Inorgan, C Julian Claveria 8, E-33006 Oviedo, Spain
[2] Univ Oviedo, Inst Univ Quim Organomet Enrique Moles, C Julian Claveria 8, E-33006 Oviedo, Spain
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2017年 / 359卷 / 06期
关键词：
Palladium catalysis; diene; polyene; N-tosylhydrazone; alkenyl bromide; CARBENE MIGRATORY INSERTION; DIELS-ALDER REACTION; ONE-POT SYNTHESIS; CARBENYLATIVE AMINATION; GENERAL-SYNTHESIS; CASCADE REACTIONS; HALIDES; REAGENTS; PARTNERS; OLEFINS;
D O I：
10.1002/adsc.201601155
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A new method for the synthesis of polysubstituted conjugated dienes is described, through the palladium-catalyzed cross-coupling between N-tosylhydrazones and alkenyl bromides. The reaction proceeds efficiently when a combination of a highly substituted bromoalkene and a hydrazone derived from a ketone are employed, pointing to the convenience of a sterically encumbered environment. This unprecedented process allows for the stereocontrolled preparation of highly substituted dienes and polyenes.
引用
收藏
页码：1058 / 1062
页数：5
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