| EPSRC Reference: |
GR/M11882/02 |
| Title: |
CATALYTIC ASYMMETRIC SYNTHESIS OF EPOXIDES AND AZIRIDINES AND THEIR APPLICATIONS IN SYNTHESIS |
| Principal Investigator: |
Aggarwal, Professor VK |
| Other Investigators: |
|
| Researcher Co-Investigators: |
|
| Project Partners: |
|
| Department: |
Chemistry |
| Organisation: |
University of Bristol |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 October 2000 |
Ends: |
28 February 2002 |
Value (£): |
17,833
|
| EPSRC Research Topic Classifications: |
|
| EPSRC Industrial Sector Classifications: |
| No relevance to Underpinning Sectors |
|
|
| Related Grants: |
|
| Panel History: |
|
|
Summary on Grant Application Form |
|
We have discovered a conceptually different method for preparing non-racemic epoxides which requires just catalytic amounts of sulfides and metal salts and stoichiometric amounts of aldehydes and diazoprecursors. In this process atom efficiency is high since we are carrying out C-C and 2x C-X bonded simultaneously. Conventional chemistry relies on oxidation of alkenes which are themselves prepared by Wittig chemistry. Our method obviates the need for Wittig chemistry and the associated problems with removing phosphine oxides. We now wish to improve the enantioiselectivity, diastereoselectivity and turnover in the processes for epoxidation and aziridination by preparing more robust chiral sulfides and by testing different activating groups on nitrogen. We will then extend the range of diazoprecursors and the range of electrophiles to generalise this process. Success will lead to one the best methods for the asymmetric synthesis of epoxides and aziridines. Finally, we will apply our new technology to the asymmetric synthesis of biologically improtant targets. The process we have developed now represents a method of coupling two different aldehydes together in two simple operations to form epoxides with control of relative and (potentially) absolute stereochemistry. That is powerful!
|
|
Key Findings |
|
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
|
|
Potential use in non-academic contexts |
|
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
|
|
Impacts |
|
| Description |
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk |
| Summary |
|
| Date Materialised |
|
|
|
|
Sectors submitted by the Researcher |
|
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
|
| Project URL: |
|
| Further Information: |
|
| Organisation Website: |
http://www.bris.ac.uk |