Pentamethylcyclopentadienyl-ruthenium catalysts for regio- and enantioselective allylation of nucleophiles

被引:118
作者
Bruneau, Christian [1 ]
Renaud, Jean-Luc [1 ]
Demerseman, Bernard [1 ]
机构
[1] Univ Rennes 1, UMR 6226, CNRS, F-35042 Rennes, France
关键词
allylation; enantioselectivity; nucleophilic substitution; regioselectivity; ruthenium;
D O I
10.1002/chem.200600173
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ruthenium(II) complexes containing the pentamethylcyclopentadienyl ligand efficiently perform the activation of allylic carbonates and halides to generate cationic and dicationic ruthenium(IV) complexes. This activation has been transferred as a key step to the catalytic allylation of nucleophiles. The structural and electronic properties of the allylic moieties lead to the regioselective formation of chiral products resulting from nucleophilic addition to their most substituted terminus. The catalytic activity of various Ru(Cp*) precatalysts in several allylic substitutions by C and 0 nucleophiles will be presented. The enantioselective version that has been demonstrated by using optically pure bisoxazoline ligands will also be discussed.
引用
收藏
页码:5178 / 5187
页数:10
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