98361-28-5Relevant academic research and scientific papers
Total synthesis of five natural eremophilane-type sesquiterpenoids
Meng, Zhe,Liu, Bo
, p. 957 - 962 (2018/02/19)
The first total syntheses of five natural eremophilane-type sesquiterpenoids were achieved in 4-12 steps via a common synthetic intermediate. The syntheses feature a double Michael addition, Robinson annulation, α-enolization of an unsaturated ketone, and
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.
Access to 1,2-diketones by an unusual radical cascade
Heng, Rama,Zard, Samir Z.
supporting information; experimental part, p. 3296 - 3298 (2011/05/05)
An unusual radical fragmentation of an unstrained cyclohexane structure was observed leading to complex 1,2-diketones.
First total synthesis of (±)-stachyflin
Taishi, Teruhiko,Takechi, Shozo,Mori, Sachio
, p. 4347 - 4350 (2007/10/03)
We achieved the first total synthesis of (±)-stachyflin in 29 steps, including the construction of cis-fused decalin and the formation of an etheral bond at its bridgehead as key transformations.
Lewis Acid Catalysed Michael-type Addition. A New Regio- and Diastereoselective Annulation Method using Methyl Vinyl Ketone
Duhamel, Pierre,Dujardin, Gilles,Hennequin, Laurent,Poirier, Jean-Marie
, p. 387 - 396 (2007/10/02)
A new annulation method is presented, involving a boron trifluoride catalysed Michael addition of trialkylsilyl enol ethers to methyl vinyl ketone (MVK) in the presence of a hydroxylic compound.This methodology allows regiospecific 3-oxobutylation of eith
