89531-73-7Relevant academic research and scientific papers
The effect of carbonyl on the isomerization of a galanthan ring system and total synthesis of (±)-β-lycorane
Liang, Leilei,Li, Ji,Shen, Baochun,Zhang, Yili,Liu, Jianping,Chen, Jingbo,Liu, Dandan
, p. 2767 - 2772 (2021)
Lycorine-type alkaloids are privileged structures in drug development due to their attractive biological activities. In this paper, the carbonyl on the C ring was proved to have played a critical role in stereoselectivity during the synthesis process, and the galanthan skeleton with acis-B/C ring is more thermodynamically stable in its presence. Furthermore, the total synthesis of (±)-β-lycorane was successfully completed by employing the Michael addition reaction to construct the galanthan skeleton with atrans-B/C ring. This system might be applied to other structural types with similar stereochemistry setting.
