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faculty
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Edwin
Vedejs
Moses
Gomberg Professor of Chemistry
Ph.D., University of Wisconsin;
Postdoctoral Fellow, Harvard
Organic
Chemistry
Phone: (734) 615-2177
E-mail: edved@umich.edu |
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Our
work is designed to develop an understanding of
conceptual, stereochemical, mechanistic, and preparative
aspects of organic synthesis. The targets can be
natural products derived from nitrogen-containing
heterocycles, but they can also be complex unnatural
heteroelement (boron, nitrogen, phosphorus, etc.
) containing molecules that have been designed
to serve as catalysts for enantioselective reactions.
We use total synthesis as a challenging testing
ground for the fundamental issues that are under
study in our group, and as an extraordinary tool
for training that teaches logical analysis and
practical mechanistic thinking as well as preparative
chemistry. Targets are carefully chosen to combine
the investigation of several fundamental questions
in connection with a specific structural family
and to provide a diverse experience for group members.
In some cases, our projects encounter biologically
interesting activity and collaborative screening
efforts, but our principal focus is on the chemistry
and on fundamental questions. The ideal synthesis
project in our group targets a substance that is
needed for a specific purpose, and addresses concepts
that have lasting value beyond the specific family
of targeted structures.
Recent
studies have focused on the investigation of reagents
and catalysts based on heteroelements and on methods
for enantioselective synthesis via chiral nucleophilic
catalysis. In the area of synthetic methodology,
we have been especially interested in the development
of heteroatom-directed hydroboration for control
of relative stereochemistry.
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AWARDS
- 2004
HC Brown Award for Creative Research in Synthetic
Methods
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REPRESENTATIVE PUBLICATIONS
- "Enantioselective TADMAP-Catalyzed
Carboxyl Migration Reactions for the Synthesis of Stereogenic
Carbon" Shaw, S. A.; Aleman, P.; Christy, J.;
Kampf, J. W.; Va, P. ; Vedejs, E. J. Am. Chem. Soc. 2006 , 128 ,
925.
- "The Synthesis and Reactivity
of New Chiral Bicyclic Phospholanes as Acyl-Transfer
Catalysts " MacKay, J.A .; Vedejs, E. J.
Org. Chem. 2005 , 71, 498.
- "Hydroborations with
Pyridine Borane at Room Temperature" Clay,
J .; Vedejs, E. J. Am. Chem. Soc. 2005 , 127 ,
5766. *
- "Efficiency in Non-Enzymatic
Kinetic Resolution" Vedejs, E.; Jure, M. Angew.
Chemie Internat. Ed. 2005 , 44 ,
3974.
- "Sequence-Specific DNA Interstrand Cross-Linking
by an Aziridinomitosene in the Absence of Exogenous Reductant
@ Rink, S. M.; Warner, D. L.; Klapars,
A. ; Vedejs, E. Biochemistry. 2005 , 44 ,
13981. *
- "A Two-Stage Iterative
Process for the Synthesis of Poly-oxazoles
@ Atkins, J. M .; Vedejs, E. Org. Lett. 2005 , 7 ,
3351.
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