1380229-71-9Relevant academic research and scientific papers
Biomimetic total synthesis of (+)-gelsemine
Zhou, Xuan,Xiao, Tao,Iwama, Yusuke,Qin, Yong
, p. 4909 - 4912 (2012/06/16)
Challenging: (+)-gelsemine was synthesized from (R,R)-aziridine 1 in 25 steps with approximately 1% overall yield. A multistep, one-pot enol-oxonium cyclization cascade was used to construct, simultaneously, the E ring, F ring, C3 stereocenter, and C7 quaternary stereocenter. This synthesis using the enol-oxonium cyclization reaction as a key step to make the cage structure has demonstrated the proposed biosynthetic pathway of the gelsemine family. Copyright
