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Preparation of peptide-like bicyclic lactams via a sequential Ugi reaction--olefin metathesis approach
Authors:Ralf Krelaus
Institution:Leibniz-Institute of Plant Biochemistry, Department of Bioorganic Chemistry, Weinberg 3, 06120 Halle (Saale), Germany
Abstract:Bicyclic lactams, suitable for incorporation into conformationally restricted peptide mimics, can be synthesized by using olefinic starting materials for the Ugi multicomponent reaction, setting up an olefin metathesis reaction, that is easily carried out with the Grubbs catalyst. The influence of the different starting materials is evaluated. In addition, the utilization of chiral, nonracemic amines is described.
Keywords:Ugi reaction  Olefin metathesis  Isocyanide  Peptide mimic
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