Journal
TETRAHEDRON
Volume 64, Issue 10, Pages 2480-2488Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2007.12.035
Keywords
aldol reaction; CF3-enone; acetone; organocatalysis; L-proline derivatives
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An unexpected enantioselective 1,2-aldol reaction of acetone with alpha, beta-unsaturated trifluoromethylketone catalyzed by L-proline derivative was described. The absolute configuration of the resulting chiral product was assigned based on a single crystal X-ray diffraction analysis. Structure-reactivity study of this organocatalytic system was briefly discussed. A reaction mechanism was tentatively postulated. (C) 2007 Elsevier Ltd. All rights reserved.
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