Phosphoramidite Ligands in iridium-catalyzed allylic substitution

被引：168

作者：

Polet, D

Alexakis, A

Tissot-Croset, K

Corminboeuf, C

Ditrich, K

机构：

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

[2] Univ Geneva, Dept Chem Phys, CH-1211 Geneva 4, Switzerland

[3] BASF AG, GVF EA030, D-67056 Ludwigshafen, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2006年 / 12卷 / 13期

关键词：

allylic substitution; asymmetric catalysis; chiral ligands; iridium; phosphoramidite;

D O I：

10.1002/chem.200501180

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new phosphoramidite ligand was used in the iridium-catalyzed allylic substitution reaction. This permitted high regio- and enantioselectivities on a wide variety of substrates and nucleophiles. Because of the stereospecificity of the reaction obtained by using branched substrates, a kinetic resolution reaction was attempted. The origin of the impressive efficiency of this ligand in terms of kinetics was explored in detail, as was the role of the substituent in the ortho-position of the amine moiety.

引用

页码：3596 / 3609

页数：14

共 73 条

[1] Very efficient phosphoramidite ligand for asymmetric iridium-catalyzed allylic alkylation [J].