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Formal Synthesis of (-)-Kendomycin
K. B. Bahnck, S. D. Rychnovsky*
University of California, Irvine, USA
23 March 2009 (online)
Kendomycin is a potent antagonist of endothelin and calcitonin receptors. It exhibits potent cytotoxicity towards carcinoma cell lines and antibacterial activity against Methicillin-resistant and Vancomycin-resistant Staphylococcus aureus strains. This highly convergent synthesis of an advanced intermediate adopts an intramolecular Prins cyclization to assemble the macrocyclic ring (I → J).