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

页码：1058 / 1062

页数：5

共 34 条

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