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Pure Appl. Chem., 2008, Vol. 80, No. 5, pp. 891-901

http://dx.doi.org/10.1351/pac200880050891

Catalytic enantioselective Reformatsky reactions

Pier Giorgio Cozzi, Alessandro Mignogna and Luca Zoli

Alma Mater Studiorum, Department of Chemistry "G. Ciamician", University of Bologna, Via Selmi 2, 40126 Bologna, Italy

Abstract: The Reformatsky reaction is a venerable named reaction that was introduced more than 120 years ago. Diastereoselective variants based on the use of chiral auxiliary and enantioselective protocols, based on the employment of stoichiometric amount of chiral ligands, have been successfully applied in organic synthesis during the years. However, a facile and general catalytic enantioselective variant was still a difficult task. Recently, we have established a new general and straightforward methodology for catalytic enantioselective Reformatsky reaction based on different concepts. In this paper, we present our general finding in catalytic enantioselective Reformatsky reaction of ketones, imines, and aldehydes. Our simple methodologies could become benchmark reactions for testing new synthesized chiral ligands for asymmetric transformations.