Chiral Cationic CpxRu(II) Complexes for Enantioselective Yne-Enone Cyclizations

被引：45

作者：

Kossler, David ^{[1
]}

Cramer, Nicolai ^{[1
]}

机构：

[1] Ecole Polytech Fed Lausanne, Inst Chem Sci & Engn, Lab Asymmetr Catalysis & Synth, CH-1015 Lausanne, Switzerland

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 39期

基金：

欧洲研究理事会;

关键词：

NATURALLY-OCCURRING IRIDOIDS; CYCLOPENTADIENYL LIGANDS; ASYMMETRIC CATALYSIS; CYCLOADDITION; CONSTRUCTION; ELIMINATION; REACTIVITY; INDENYL; ACID; FORM;

D O I：

10.1021/jacs.5b08232

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The cydopentadienyl (Cp) group is a ligand of great importance for many transition-metal complexes used in catalysis. Cationic CpRuII complexes with three free coordination sites are highly versatile catalysts for many atom-economic transformations. We report the synthesis of a family of (CpRuII)-Ru-x complexes with chiral Cp ligands keeping the maximum number of available coordination sites. The cationic members are efficient and selective catalysts for yne-enone cyclizations via formal hetero-Diels-Alder reactions. The transformation proceeds in <1 h at -20 degrees C and provides pyrans in up to 99:1 er. Unsaturated ester or Weinrebamide substrates directly yield the iridoid skeleton.

引用

页码：12478 / 12481

页数：4

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