Journal
TETRAHEDRON
Volume 62, Issue 25, Pages 5922-5930Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2006.04.021
Keywords
Ugi reaction; multicomponent reaction; imine; amino acid; isocyanide; proline; homoproline; peptide
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The Ugi three-component reaction with 2-substituted five-, six-, and seven-membered cyclic imines was investigated. The reaction opens a new route to substituted proline and homoproline derivatives. It was shown that the method is efficient for the one-step preparation of seminatural dipeptides containing natural amino acid residues, and fragments of substituted proline or pipecolinic acid. The scope and limitation of the approach are discussed. (c) 2006 Elsevier Ltd. All rights reserved.
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