1 ,3-Dipolar species such as nitrile oxides, nitrones, nitrile imines, diazoalkanes, nitrile ylides, and azomethine ylides have shown broad application in organic synthesis as reactive intermediates which undergo [3+2] cycloaddition reactions with appropriate dipolarophiles. These methods furnish quick, efficient access to a variety of five-membered heterocycles. The reactions of such 1,3-dipoles with monomeric terminal imido complexes of transition metals (M=NR), in particular titanium(IV) and zirconium(lV), will be explored. Certain classes of the five-membered azametallacyclic intermediates show promise as versatile entry points to a number of highly-substituted heterocycles. Issues of regiochemistry and the scope of substitution of the dipole and metal complex will be elucidated. In addition, the insertion of 1,3-dipoles into the zirconium-carbon bond of zirconaaziridines also shows potential as a route toward related metallaheterocycles. Since nitrogen-containing heterocycles are such vital moieties in a host of pharmaceuticals today, the methodology addressed in this research will impact the field of medicinal chemistry by expanding the aresenal of tools available for the construction of such compounds.

Agency
National Institute of Health (NIH)
Institute
National Institute of General Medical Sciences (NIGMS)
Type
Postdoctoral Individual National Research Service Award (F32)
Project #
3F32GM066582-02S1
Application #
6982720
Study Section
Special Emphasis Panel (ZRG1)
Program Officer
Lograsso, Philip
Project Start
2003-03-26
Project End
2005-06-25
Budget Start
2004-03-26
Budget End
2005-06-25
Support Year
2
Fiscal Year
2005
Total Cost
$25,691
Indirect Cost
Name
University of California Berkeley
Department
Chemistry
Type
Schools of Arts and Sciences
DUNS #
124726725
City
Berkeley
State
CA
Country
United States
Zip Code
94704