851074-46-9Relevant academic research and scientific papers
Total synthesis of ±-5,14-bis-epi-spirovibsanin A
Gallen, Michael J.,Williams, Craig M.
, p. 713 - 715 (2008)
The total synthesis of ±-5,14-bis-epi-spirovibsanin A was achieved in 18 steps. Physical data obtained from ±-5,14-bis-epi-spirovibsanin A lends strong support to the proposed connectivity and relative stereochemistry of spirovibsanin A.
Towards the total synthesis of spirovibsanin A: Total synthesis of (±)-5,14-bis-epi-spirovibsanin A
Gallen, Michael J.,Williams, Craig M.
, p. 4697 - 4705 (2008)
Studies towards the total synthesis of the complex diterpene spirovibsanin A are herein presented, which culminate in an 18-step total synthesis. Considering the perceived stereo-chemical uncertainty surrounding the assignment of spirovibsanin A these studies have allowed a direct spectroscopic comparison of the (±)-5,14-bis-epi derivative to that of natural spirovibsanin A demonstrating that the carbon framework and stereochemistry assigned to natural spirovibsanin A is most likely correct. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Synthetic neovibsanes and their ability to induce neuronal differentiation in PC12 cells
Annette, P.-J. Chen,Müller, C. Catharina,Cooper, Helen M.,Williams, Craig M.
experimental part, p. 6842 - 6850 (2010/09/18)
A series of neovibsanin A and B derivatives and lower homologues were synthesized to study their neurotrophic ability with PC12 cells. 4,5-Bis-epi-neovibsanin A displayed prominent ability to induce neurite outgrowth compared to control cultures. Herein w
Synthetic studies towards the novel neurotrophic diterpenoids neovibsanins A and B: construction of the ABC core
Mehta, Goverdhan,Bhat, Bilal Ahmad
body text, p. 2474 - 2477 (2009/08/09)
A concise, general approach to the tricyclic furo-furan-based core structure present in the bioactive natural products neovibsanins A and B, from readily available Baylis-Hillman adducts, is delineated.
Towards the total synthesis of vibsanin E, 15-O-methylcyclovibsanin B, 3-hydroxyvibsanin E, furanovibsanin A, and 3-O-methylfuranovibsanin A
Schwartz, Brett D.,Tilly, David P.,Heim, Ralf,Wiedemann, Stefan,Williams, Craig M.,Bernhardt, Paul V.
, p. 3181 - 3192 (2007/10/03)
Studies detailing synthetic approaches to a variety of biosynthetically related vibsanin-type diterpenes (i.e. vibsanin E, 15-O-methylcyclovibsanin B, 3-hydroxy-vibsanin E, furanovibsanin A, and 3-O-methylfuranovibsanin A) are discussed. Biogenetically modelled approaches are coupled with an investigation of classical and modern six- to seven-membered ring-expansion protocols, which gain access to the central core of these natural products. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Construction of the cyclovibsanin core via a biogenetically modeled approach
Tilly, David P.,Williams, Craig M.,Bernhardt, Paul V.
, p. 5155 - 5157 (2007/10/03)
(Chemical Equation Presented) Construction of the 15-O-methylcyclovibsanin B core was achieved expediently in eight linear steps utilizing a biogenetically modeled approach.
Expedient construction of the vibsanin E core without the use of protecting groups
Heim, Ralf,Wiedemann, Stefan,Williams, Craig M.,Bernhardt, Paul V.
, p. 1327 - 1329 (2007/10/03)
(Chemical Equation Presented) The tricyclic core of vibsanin E was constructed without the use of a protecting group in six steps. The El Gaied Baylis-Hillman variant was key to allowing the Bronsted acid induced tandem cyclization forming rings B and C i
