Development and Strategic Application of Metal-catalysed Methods in the Synthesis of Novel Steroidal Natural Products
Lead Research Organisation:
University of Strathclyde
Department Name: Pure and Applied Chemistry
Abstract
This programme will establish new and developing techniques and strategies in both organopalladium catalysis and organocobalt chemistry to allow rapid access to polycyclic precursors and final products in both a chemoselective and stereoselective fashion. Asymmetric palladium-based methods will be established with demanding substrate compounds to provide access to valuable polycyclic products. Furthermore, enhancement of embryonic catalytic Pauson-Khand systems, married with odour-free sulfide promotion protocols, will lead to a genuine methodological advancement of significant value within the arena of cobalt-mediated cyclisations. These techniques will be combined in order to access preparatively demanding novel steroidal compounds. This will include natural products from the Agaricus blazei family; based on alternative compounds from the same fungal source, the molecular species targeted within this programme have the potential to display a spectrum of biological activity.
Studentship Projects
| Project Reference | Relationship | Related To | Start | End | Student Name |
|---|---|---|---|---|---|
| EP/N509760/1 | 01/10/2016 | 30/09/2021 | |||
| 1803771 | Studentship | EP/N509760/1 | 01/10/2016 | 31/07/2020 | Raymond Chung |
| Description | GSK iCASE Student |
| Organisation | GlaxoSmithKline (GSK) |
| Department | Safety Assessment GSK |
| Country | United Kingdom |
| Sector | Private |
| PI Contribution | Throughout my PhD, I have been focused on the total synthesis of the natural product agariblazeispirol C. This has involved the synthesis of advanced intermediates, and the development and optimisation of an asymmetric Heck reaction. This natural product has not been synthesised yet in the literature, and the development of this novel asymmetric Heck reaction has allowed the preparation of complex intermediates towards the synthesis of the overall natural product. |
| Collaborator Contribution | GSK have provided a couple of chiral ligands which were used in the asymmetric Heck reaction. In addition to this, I was able to undergo a secondment at GSK and perform an extensive chiral ligand screen with their resources available. This accelerated the completion of the optimisation of the asymmetric Heck reaction. |
| Impact | This collaboration has allowed the development of an asymmetric Heck reaction and the preparation of advanced intermediates. |
| Start Year | 2016 |