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Synfacts 2010(5): 0564-0564
DOI: 10.1055/s-0029-1219694
DOI: 10.1055/s-0029-1219694
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Chiral Cycloalkenes by an Asymmetric Allylic Alkylation-RCM Procedure
F. Giacomina, D. Riat, A. Alexakis*
University of Geneva, Switzerland
Further Information
Publication History
Publication Date:
22 April 2010 (online)

Significance
Copper-catalyzed asymmetric allylic alkylation reactions (AAA) allow the addition of hard nucleophiles (e.g., Grignard reagents) to electrophiles with high enantioselectivity. This method is limited to prochiral substrates and the use of chiral cyclic electrophiles is not possible. The authors present a method to overcome this restriction by using AAA of achiral linear substrates, followed by an RCM to furnish the desired cyclic compounds.