Ma Haichen, Xie Xingang, Jing Peng, Zhang Weiwei, She Xuegong
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, People's Republic of China.
Org Biomol Chem. 2015 May 14;13(18):5255-9. doi: 10.1039/c5ob00228a.
(±)-Aspidospermidine (1) has been synthesized from the commercially available 2,3-dihydro-1H-carbazol-4(9H)-one 6 in 10 steps with 20% overall yield. The key step of the strategy is a one-pot carbonyl reduction/iminium formation/intramolecular conjugate addition reaction that may be applied for the synthesis of other Aspidosperma alkaloids.
(±)-白坚木定(1)已由市售的2,3-二氢-1H-咔唑-4(9H)-酮6经10步反应合成,总产率为20%。该策略的关键步骤是一锅法羰基还原/亚胺离子形成/分子内共轭加成反应,该反应可用于合成其他白坚木属生物碱。