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Synfacts 2007(5): 0496-0496  
DOI: 10.1055/s-2007-968438
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

CpRu-Catalyzed Asymmetric Carroll Rearrangement

Contributor(s): Mark Lautens, Yann Béthuel
S. Constant, S. Tortoioli, J. Müller, J. Lacour*
University of Geneva, Switzerland
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Publication History

Publication Date:
24 April 2007 (online)

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Significance

Despite the great interest devoted to the Ru-catalyzed allylic substitution (C. Bruneau, J. L. Renaud, B. Demerseman Chem. Eur. J. 2006, 12, 5178-5187), only a single report of an enantio­selective process has appeared (M. D. Mbaye, J. L. Renaud, B. Demerseman, C. Bruneau Chem. Commun. 2004, 1870-1871). In the present paper, the authors describe the first ruthenium-catalyzed enantioselective Carroll rearrangement using a chiral pyridine imine ligand.