First total synthesis of the phenolic 7,8-dihydro-8-oxoprotoberberine alkaloid, cerasonine.
First total synthesis of the phenolic protoberberine, cerasonine, was accomplished through a coupling reaction between o-toluamide and benzonitrile. This key step provided the 3-arylisoquinoline which was then successfully converted to 7,8-dihydro-8-oxoprotoberberine through an intramolecular S(N)2 reaction.
Le
Thanh Nguyen
TN
College of Pharmacy and Research Institute of Drug Development, Chonnam National University, Buk-Gu, Kwangju, South Korea.
Cho
Won-Jea
WJ
D001600:Berberine Alkaloids / Q000138:chemical synthesis*
D001600:Berberine Alkaloids; C530557:cerasonine; C009090:protoberberine