184422-45-5Relevant academic research and scientific papers
Total syntheses of anominine and tubingensin A
Bian, Ming,Wang, Zhen,Xiong, Xiaochun,Sun, Yu,Matera, Carlo,Nicolaou,Li, Ang
scheme or table, p. 8078 - 8081 (2012/07/13)
A divergent strategy for the total syntheses of the indole terpenoid anominine (1) and its natural congener tubingensin A (2) has been developed. The common intermediate 11 bearing all of the required stereogenic centers for both natural products was first assembled by employing a Ueno-Stork radical cyclization and a Sc(OTf)3-mediated Mukaiyama aldol reaction to form the key C-C bonds in a stereocontrolled manner. The route to anominine features a radical deoxygenation followed by an efficient side-chain installation, while the path to tubingensin A exploits a CuOTf-promoted 6π-electrocyclization/ aromatization sequence to forge the central region of the pentacyclic scaffold.
The first synthesis of ent-agelasine F
Proszenyák, ágnes,Br?ndvang, Morten,Charnock, Colin,Gundersen, Lise-Lotte
experimental part, p. 194 - 199 (2009/04/07)
Agelasine F has previously been isolated from marine sponges (Agelas sp.) and has been associated with various bioactivities including inhibitory activity on Mycobacterium tuberculosis. No total synthesis of this natural product has been reported. ent-Age
