Pentamethylcyclopentadienyl-ruthenium catalysts for regio- and enantioselective allylation of nucleophiles |
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Authors: | Bruneau Christian Renaud Jean-Luc Demerseman Bernard |
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Institution: | UMR 6226 CNRS-Université de Rennes 1, Sciences Chimiques de Rennes, Campus de Beaulieu-35042 Rennes Cedex, France. christian.bruneau@univ-rennes1.fr |
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Abstract: | 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 O nucleophiles will be presented. The enantioselective version that has been demonstrated by using optically pure bisoxazoline ligands will also be discussed. |
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Keywords: | allylation enantioselectivity nucleophilic substitution regioselectivity ruthenium |
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