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


Journal

RSC advances
ISSN: 2046-2069
Titre abrégé: RSC Adv
Pays: England
ID NLM: 101581657

Informations de publication

Date de publication:
07 Feb 2024
Historique:
received: 23 01 2024
accepted: 31 01 2024
medline: 14 2 2024
pubmed: 14 2 2024
entrez: 14 2 2024
Statut: epublish

Résumé

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.

Identifiants

pubmed: 38352680
doi: 10.1039/d4ra00589a
pii: d4ra00589a
pmc: PMC10862659
doi:

Types de publication

Journal Article

Langues

eng

Pagination

5542-5546

Informations de copyright

This journal is © The Royal Society of Chemistry.

Déclaration de conflit d'intérêts

There are no conflicts to declare.

Auteurs

Alessandro Dimasi (A)

Department of Chemistry, Università degli Studi di Milano Via Camillo Golgi, 19 20133 Milano Italy valerio.fasano@unimi.it https://www.fasanolab.com.

Mattia Failla (M)

Department of Chemistry, Università degli Studi di Milano Via Camillo Golgi, 19 20133 Milano Italy valerio.fasano@unimi.it https://www.fasanolab.com.

Arianna Montoli (A)

Department of Chemistry, Università degli Studi di Milano Via Camillo Golgi, 19 20133 Milano Italy valerio.fasano@unimi.it https://www.fasanolab.com.

Andrea Citarella (A)

Department of Chemistry, Università degli Studi di Milano Via Camillo Golgi, 19 20133 Milano Italy valerio.fasano@unimi.it https://www.fasanolab.com.

Paolo Ronchi (P)

Medicinal Chemistry and Drug Design Technologies Department, Global Research and Preclinical Development, Chiesi Farmaceutici S.p.A Largo Francesco Belloli 11/a 43126 Parma Italy.

Daniele Passarella (D)

Department of Chemistry, Università degli Studi di Milano Via Camillo Golgi, 19 20133 Milano Italy valerio.fasano@unimi.it https://www.fasanolab.com.

Valerio Fasano (V)

Department of Chemistry, Università degli Studi di Milano Via Camillo Golgi, 19 20133 Milano Italy valerio.fasano@unimi.it https://www.fasanolab.com.

Classifications MeSH