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
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
收藏
页码:12478 / 12481
页数:4
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