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Details of Grant 

EPSRC Reference: EP/C51243X/1
Title: 1,3-Dipolar Cycloaddition Approaches To Functionalised Gamma-Lactams and Pyroglutamic Acids
Principal Investigator: Lam, Professor HW
Other Investigators:
Researcher Co-Investigators:
Project Partners:
Department: Sch of Chemistry
Organisation: University of Edinburgh
Scheme: Standard Research (Pre-FEC)
Starts: 04 April 2005 Ends: 03 April 2007 Value (£): 110,745
EPSRC Research Topic Classifications:
Asymmetric Chemistry Chemical Synthetic Methodology
EPSRC Industrial Sector Classifications:
Chemicals
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Panel History:  
Summary on Grant Application Form
This research programme has as its objectives the design and development of new chemistry for use in the production of nitrogen-containing ring structures, which serve as precursors for a diverse array of chemical building blocks of interest. In one approach, appropriately-substituted reactive intermediates called azomethine ylides will be generated by the reaction of a nitrogen-containing ring with another reactive species called a metal carbenoid. Subsequent chemical reaction of the azomethine ylide with a suitable reacting partner will initially form a product containing two or three rings that serve as precursors for useful chemical building blocks called pyroglutamic acids. In a second approach, compounds known as thioiminocarbonates will serve as azomethine ylide precursors. A thorough understanding of the reacting preferences exhibited by our systems, as well as the factors that determine reaction efficiency and stereochemical outcome will be pursued. Application of the methodology to the synthesis of core structures of natural products, as well as important chemical building blocks is planned. If time permits, we will conduct preliminary studies to develop variants of the reactions that are able to preferentially produce one mirror image of the product over the other. It is anticipated that the chemistry described will find broad utility in organic synthesis.
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Organisation Website: http://www.ed.ac.uk