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Details of Grant 

EPSRC Reference: EP/K006053/1
Title: An Extraordinary Photochemical Reaction of Pyrrole - A New Tool for Molecular Complexity
Principal Investigator: Booker-Milburn, Professor KI
Other Investigators:
Researcher Co-Investigators:
Project Partners:
Department: Chemistry
Organisation: University of Bristol
Scheme: Standard Research
Starts: 07 January 2013 Ends: 06 January 2016 Value (£): 308,399
EPSRC Research Topic Classifications:
Chemical Synthetic Methodology Physical Organic Chemistry
EPSRC Industrial Sector Classifications:
Pharmaceuticals and Biotechnology
Related Grants:
Panel History:
Panel DatePanel NameOutcome
25 Jul 2012 EPSRC Physical Sciences Chemistry - July 2012 Announced
Summary on Grant Application Form
This proposal aims to explore a powerful photochemical reaction recently discovered in our laboratory. A variety of N-butenyl substituted pyrroles have been found to undergo an extraordinary photocycloaddition/rearrangement sequence to give tricyclic fused aziridines of high molecular complexity. Early studies have shown that as long as the pyrrole bears an electron withdrawing group on the 2-position the reaction sequence is highly tolerant of substitution. We will investigate the scope of the cycloaddition reaction by examining the effects of side chain substitution with a variety of cyclic and acyclic alkenes. The resulting aziridines will themselves be reactive species and should undergo a number of useful bond forming ring opening reactions. Once developed and understood the methodology will be applied as the key step in a very short synthesis of the alkaloid dendrobine. Overall the work in this proposal should serve to highlight the value of photochemistry and photochemical technology in modern chemical synthesis.
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Organisation Website: http://www.bris.ac.uk