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Details of Grant 

EPSRC Reference: GR/S58508/01
Title: Organocatalytic Asymmetric Aziridination of Alkenes
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 October 2003 Ends: 03 October 2006 Value (£): 222,418
EPSRC Research Topic Classifications:
Asymmetric Chemistry
EPSRC Industrial Sector Classifications:
Chemicals Pharmaceuticals and Biotechnology
Related Grants:
Panel History:  
Summary on Grant Application Form
Aziridines are potentially highly valuable synthetic intermediates, since they can undergo ring opening with a range of nucleophiles. Asymmetric aziridination of alkenes would provide a direct method for the preparation of chiral aziridines, but existing methods are inefficient or give good enantioselectivities for a limited range of alkene types. This project aims to develop general, efficient methods for asymmetric alkene aziridination catalysed by small organic molecules. This approach, recently termed organocatalysis, offers advantages over metal-catalysed processes in terms of ease of product purification and rationalisation of modes of asymmetric induction.This project will investigate several aziridination processes mediated by small organic molecules. We will attempt the in situ preparation of oxaziridines from electron-poor ketones as a potential ketone-catalysed aziridination procedure. We will also explore the formation and chemistry of diaziridinium salts as aziridinating agents. Aminimines form a further interesting class of nitrogen transfer reagent, and we will examine both stoichiometric and catalytic procedures. For all methods, substrate scope in terms of alkene electronics and substitution pattern will be investigated.
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Organisation Website: http://www.imperial.ac.uk