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Published online, 3rd August, 2007
■ Natural Product Inspired meta/para’-Biaryl Ether Lactam Macrocycles by Double Ugi Multicomponent Reactions
Bernhard Westermann, Dirk Michalik, Angela Schaks, Oliver Kreye, Christoph Wagner, Kurt Merzweiler, and Ludger A. Wessjohann*
*Leibniz Institute of Plant Biochemistry, Department of Bioorganic Chemistry, Weinberg 3, 06120 Halle, Germany
Abstract
Isonitrile meta/para’-functionalized biaryl ethers can serve as key building blocks for the highly efficient and diverse one step production of natural product inspired peptide/peptoid macrocycles, thereby forming up to 54-membered rings with eight or even sixteen new bonds. Aliphatic diamine and diacid tethers give access to two different classes of biaryl ether cyclopeptoids, either with exo/endo or exclusively endo dipeptidic moieties.
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