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Pure Appl. Chem., 2008, Vol. 80, No. 5, pp. 861-871

doi:10.1351/pac200880050861

Ruthenium catalysts for selective nucleophilic allylic substitution*

Christian Bruneau, Jean-Luc Renaud, and Bernard Demerseman

UMR 6226, CNRS-Université de Rennes 1: Sciences Chimiques de Rennes, Catalyse et Organométalliques, Campus de Beaulieu-35042 Rennes Cedex, France


Abstract: Recent developments in the chemistry of η3-allylruthenium(IV) complexes are due to their straightforward synthesis resulting from oxidative addition of allylic substrates to a ruthenium(II) center. Subsequent reaction with a nucleophile is the basis of their involvement in the catalytic allylic substitution reaction. We focus here on ruthenium-catalyzed substitution of allylic substrates by C-, N-, and O-nucleophiles and show that selected ligands make regio- and enantioselective reactions possible.

Keywords: allylic substitution; regioselectivity; ruthenium catalysis.

*Paper based on a presentation at the 14th International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-14), 2-6 August 2007, Nara, Japan. Other presentations are published in this issue, pp. 807-1194.