Journal
TETRAHEDRON LETTERS
Volume 49, Issue 31, Pages 4636-4639Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.05.075
Keywords
organocatalysis; ene reaction; phosphonic acid; hydrogen bonding
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A series of all-carbon olefins react with glyoxylate derived imines in the presence of a phosphonic acid through an ene reaction. The isolation of the ot-amincester products is a clear indication that Bronsted acids efficiently promote the imino-ene reaction with hydrocarbon nucleophiles to deliver functionalized ot-aminoesters in good yield. The reaction scope and preliminary mechanistic investigations are discussed. (c) 2008 Elsevier Ltd. All rights reserved.
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