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Concise and Practical Synthesis of Latrunculin A by Ring-Closing Enyne–Yne Metathesis

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  • Generous financial support by the MPG, the Fonds der Chemischen Industrie, and the Merck Research Council is gratefully acknowledged. We thank Dr. D. De Souza for helpful comments and discussions and Dipl.-Chem. J. T. Jensen for preliminary experiments on the synthesis of the acid segment.

Abstract

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Selective actin-binding is the most prominent biochemical property of the scarce marine natural product latrunculin A (see formula). Modern metal-catalyzed C[BOND]C bond-formation reactions, including a ring-closing enyne–yne metathesis (shown in red), now open a convenient, flexible, and productive entry to this important probe molecule for chemical biology.

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