A new route to aristocularine alkaloids: total synthesis of aristoyagonine.
A short and efficient synthesis of aristocularines, involving the sequential construction of phosphorylated 4-alkoxyisoindolinones, Horner-type reaction, and ultimate cyclization by diaryl ether coupling, is disclosed. The success of this new conceptual approach is demonstrated by the total synthesis of the aristocularine alkaloid aristoyagonine.
Moreau
Anne
A
Laboratoire de Chimie Organique Physique, UMR 8009 "Chimie Organique et Macromoléculaire", Université des Sciences et Technologies de Lille, Bâtiment C3(2), F-59655 Villeneuve d'Ascq Cedex, France.
Couture
Axel
A
Deniau
Eric
E
Grandclaudon
Pierre
P
D003500:Cyclization; D031310:Fumarioideae / Q000737:chemistry*; D007546:Isoquinolines / Q000138:chemical synthesis*; D015394:Molecular Structure
D007546:Isoquinolines; C499203:aristocularine; C499202:aristoyagonine