Total Synthesis and Structural Revision of the Antibiotic Tetrapeptide GE81112A

• DOI: 10.1002/anie.201805901
• Publication Date: 2018-07-13T13:32:24Z
• Authors: Gerrit Jürjens; Sören M. M. Schuler; Michael Kurz; Sylvain Petit; Cédric Couturier; Frédéric Jeannot; Fabian Nguyen; Raffael C. Wende; Peter E. Hammann; Daniel N. Wilson; Eric Bacqué; Christoph Pöverlein; Armin Bauer
• Keywords: Tetrapeptide; Epimer; Moiety; Natural product

Abstract The total synthesis of the naturally occurring antibiotic GE81112A, a densely functionalized tetrapeptide, is reported. Comparison spectral data with those natural product and lack biological activity synthesized compound led us to revise published configuration 3‐hydroxypipecolic acid moiety. This hypothesis was fully validated by corresponding epimer.