First total synthesis of caerulomycin K: a case study on selective, multiple C–H functionalizations of pyridines

A. Di Masi, M. Failla, A. Montoli, A. Citarella, P. Ronchi, D. Passarella, V. Fasano

RSC Adv. 2024, 14, 5542-5546

Caerulomycins, natural alkaloids with antimicrobial properties, have been previously synthesized starting with highly pre-functionalized building blocks or requiring many functional group manipulations. In this work, we report the first total synthesis of caerulomycin K, a diversely trifunctionalized pyridine readily assembled in three steps exploiting the recent advancements in the C–H activation of N-heterocycles.

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First total synthesis of caerulomycin K: a case study on selective, multiple C–H functionalizations of pyridines
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