Copper-Catalysed Ring Opening of Polycyclic meso-Hydrazines with Trialkylaluminium Reagents and SimplePhos Ligands

被引：25

作者：

Palais, Laetitia ^{[1
]}

Bournaud, Chloee ^{[2
]}

Micouin, Laurent ^{[2
]}

Alexakis, Alexandre ^{[1
]}

机构：

[1] Univ Geneva, Dept Chim Organ, CH-1211 Geneva 4, Switzerland

[2] Fac Sci Pharmaceut & Biol Paris, Chim Therapeut Lab, UMR 8638, F-75270 Paris 06, France

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 08期

基金：

新加坡国家研究基金会;

关键词：

aluminum; copper; desymmetrization; hydrazines; P ligands; BICYCLIC HYDRAZINES; ENANTIOSELECTIVE DESYMMETRIZATION; STEREOSELECTIVE-SYNTHESIS; DIAZABICYCLES; HYDROBORATION; GRIGNARD; ALKENES; NMR;

D O I：

10.1002/chem.200902417

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

meso-Hydrazines could be desymmetrised by ring-opening reactions by using various metal catalysts to form substituted cyclopentenes, which have a high synthetic potential. Herein, we report the asymmetric copper-catalysed ring opening of a range of polycyclic hydrazines with trialkylaluminium reagents and SimplePhos ligands with both high isolated yields and enantioselectivities of up to 95%.

引用

页码：2567 / 2573

页数：7

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