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

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 trifunctionalize...

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Veröffentlicht in:RSC advances 2024-02, Vol.14 (8), p.5542-5546
Hauptverfasser: Dimasi, Alessandro, Failla, Mattia, Montoli, Arianna, Citarella, Andrea, Ronchi, Paolo, Passarella, Daniele, Fasano, Valerio
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container_end_page 5546
container_issue 8
container_start_page 5542
container_title RSC advances
container_volume 14
creator Dimasi, Alessandro
Failla, Mattia
Montoli, Arianna
Citarella, Andrea
Ronchi, Paolo
Passarella, Daniele
Fasano, Valerio
description 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. A radical change: the first 3-steps total synthesis of caerulomycin K was achieved exploiting Minisci chemistry using cheap starting materials.
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subjects Chemistry
Functional groups
Pyridines
Synthesis
title First total synthesis of caerulomycin K: a case study on selective, multiple C-H functionalizations of pyridines
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