First asymmetric total syntheses of (-)-subincanadines a and B, skeletally rearranged pentacyclic monoterpenoid indole alkaloids in aspidospermasubincanum.
We achieved the first asymmetric total syntheses of novel Aspidosperma indole alkaloids, (-)-subincanadines A and B, which involve an intramolecular diastereoselective Pictet-Spengler cyclization and an intramolecular Nozaki-Hiyama-Kishi reaction as key steps in the total syntheses.
Suzuki
Kenta
K
Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
Takayama
Hiromitsu
H
D030009:Aspidosperma / Q000737:chemistry*; D026121:Indole Alkaloids / Q000138:chemical synthesis*; D015394:Molecular Structure
D026121:Indole Alkaloids; C472460:subincanadine A; C472461:subincanadine B