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Synfacts 2011(1): 0051-0051
DOI: 10.1055/s-0030-1259173
DOI: 10.1055/s-0030-1259173
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Asymmetric Benzylation of 3-Aryl Oxindoles
B. M. Trost*, L. C. Czabaniuk
Stanford University, USA
Further Information
Publication History
Publication Date:
21 December 2010 (online)
Significance
The Trost group has been one of the biggest contributors to the development of asymmetric allylic substitutions. Benzylic substitutions are analogous in mechanism, but examples of enantioselective reactions are more uncommon. Herein, the authors disclose a benzylation of 3-aryl oxindoles 2, furnishing biologically relevant products containing quaternary stereocenters.
Review: For a review on allylic substitution, see: B. M. Trost, M. L. Crawley Chem Rev. 2003, 103, 2921-2943.