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Synfacts 2011(6): 0661-0661
DOI: 10.1055/s-0030-1259897
DOI: 10.1055/s-0030-1259897
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Cu-Catalyzed Highly Enantioselective 1,4-Addition of Grignard Reagents
M. Tissot, A. Pérez Hernández, D. Müller, M. Mauduit*, A. Alexakis*
Université de Genève, Switzerland and Ecole Nationale Supérieure de Chimie de Rennes, France
Further Information
Publication History
Publication Date:
19 May 2011 (online)
Significance
The authors report the copper-catalyzed conjugate addition of various Grignard reagents to cyclic enynones. The catalyst system, composed of copper triflate and the NHC ligand L1, leads to the exclusive formation of the 1,4-addition products. The reaction allows the creation of quaternary stereogenic centers with enantiomeric excess of up to 97%.