Dmitry Tsvelikhovsky - Lanthanide-Promoted Ethylation of Schiff Bases by Triethylaluminum

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  Publication Details (including relevant citation   information):

  Dmitry Tsvelikhovsky,  Dmitri Gelman, Gary   A. Molander,* and   Jochanan Blum*;

  Department of Organic Chemistry, The Hebrew University, Jerusalem   91904, Israel, and Roy and Diana Vagelos Laboratories, Department   of Chemistry, University of Pennsylvania, Philadelphia,   Pennsylvania 19104-6323

  Org. Lett., 2004, 6 (12), pp 1995–1997

  DOI: 10.1021/ol049420+

  Publication Date (Web): May 13, 2004


  Schiff bases of aromatic aldehydes and anilines that fail to   react with triethylaluminum are smoothly alkylated at room   temperature in the presence of lanthanide catalysts. The   alkylation takes place selectively at the vinylic carbon atom.

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