First total synthesis of cichorine and zinnimidine.
The first total synthesis of the phytotoxins cichorine and zinnimidine is described. The synthetic tactics involve the sequential connection of the dense and diverse functionalities on the aromatic nucleus followed by a Parham cyclization process, giving rise to the lactam unit embedded in the title compound framework.
Moreau
Anne
A
UMR 8009 "Chimie Organique et Macromoléculaire", Laboratoire de Chimie Organique Physique, Bâtiment C3(2), Université des Sciences et Technologies de Lille, 59655, Villeneuve d'Ascq Cédex, France.
Couture
Axel
A
Deniau
Eric
E
Grandclaudon
Pierre
P
Lebrun
Stéphane
S
D007211:Indoles / Q000138:chemical synthesis*; D054833:Isoindoles; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D014118:Toxins, Biological / Q000138:chemical synthesis*
D007211:Indoles; D054833:Isoindoles; D014118:Toxins, Biological; C504968:cichorine; C504969:zinnimidine