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Details of Grant 

EPSRC Reference: GR/R54668/01
Title: New Reagents for Electrophillic Amination.
Principal Investigator: Armstrong, Professor A
Other Investigators:
Researcher Co-Investigators:
Project Partners:
Department: Chemistry
Organisation: Imperial College London
Scheme: Standard Research (Pre-FEC)
Starts: 04 February 2002 Ends: 03 February 2005 Value (£): 199,511
EPSRC Research Topic Classifications:
Asymmetric Chemistry
EPSRC Industrial Sector Classifications:
Chemicals Pharmaceuticals and Biotechnology
No relevance to Underpinning Sectors
Related Grants:
Panel History:  
Summary on Grant Application Form
Electrophilic amination provides a powerful synthetic alternative to the more traditional use of nitrogen nucleophiles. New reagents for electrophilic amination are needed that introduce nitrogen directly in a usefully protected form, and which allow reagent-controlled asymmetric synthesis. This project will exploit some highly promising preliminary results indicating that N-acylated oxaziridines may serve this purpose. We will seek to extend a new method we have developed for their direct preparation from carbonyl compounds, before studying the effect of structural modification of the carbonyl portion on amination efficiency. Preliminary work has suggested that ketomalonates are exciting candidates for further study. We will then examine the use of chiral aldehydes and ketones to give chiral, non-racemic oxaziridines for asymmetric electrophilic amination. Observed selectivities will be used to develop a transition state model for the amination process. Successful reagents will be tested with a range of substrates, leading for example to nonracemic amino acids. We will also attempt to develop an amination system that is catalytic in carbonyl compound.
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Organisation Website: http://www.imperial.ac.uk