First Synthesis of Caerulomycin C.
The first synthesis of caerulomycin C (1), an antibiotic produced by Streptomyces caeruleus, is reported. This molecule, which exhibits a 2,3,4,6-tetrasubstituted pyridine structure, was prepared from 3,4-dimethoxypyridine in a five-step sequence. The methodology involves metalation, transmetalation, aromatic cross-coupling, and halogen migration reactions.
Trécourt
François
F
Laboratoire de Chimie Organique Fine et Hétérocyclique de l' Institut de Recherche en Chimie Organique Fine, URA CNRS 1429, Institut National des Sciences Appliquées de Rouen, BP 08, 76131 Mont-Saint-Aignan Cédex, France.
Gervais
Bruno
B
Mallet
Marc
M
Quéguiner
Guy
G