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Alexander Deiters answers a
few questions about this month's fast breaking paper in the field of
Chemistry.
From
•>>April 2005
Field:
Chemistry
Article Title: Synthesis of oxygen- and nitrogen-containing heterocycles by ring-closing metathesis
Authors: Deiters,
A; Martin, SF
Journal: CHEM REV
Volume: 104
Page: 2199-2238
Year: MAY 2004
* N Carolina State Univ, Dept Chem, Box 8204, Raleigh, NC 27695 USA.
* N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA.
* Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA.
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Why
do you think your paper is highly cited?
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“This paper presents a review of these developments helping researchers in the area to quickly get an overview of what has been reported in the literature.”
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This paper is a review on recent applications of ring-closing
metathesis (RCM) to the construction of oxygen- and
nitrogen-containing heterocyclic molecules. Heterocycles are
ubiquitous in the fields of organic, bioorganic, and medicinal
chemistry. Their importance reaches far beyond just chemical
interest, with numerous applications in pharmaceuticals,
agrochemicals, and industrial processes. In recent years
transition-metal catalyzed reactions, like RCM, have had a
significant impact on improving the synthesis of heterocyclic
molecules. Interestingly, in the early 1990s, the first reports of
practical applications of RCM in synthesis were for the
preparation of heterocycles. Since that time hundreds of examples
have demonstrated the generality of this approach. Indeed, RCM has
become one of the most powerful tools to create cyclic structures
of varied size because of the mild conditions required to effect
the transformation and the high functional group tolerance of the
catalysts.
Could
you summarize the significance of your paper in layman's terms?
Heterocyclic molecules are important compounds in chemistry,
biology, and related disciplines. Therefore, there is a constant
demand for improved methods for their synthesis. Over the past
15 years, ring-closing metathesis has emerged as a very powerful
tool to construct heterocyclic structures in a very mild and
efficient way. This paper presents a review of these
developments helping researchers in the area to quickly get an
overview of what has been reported in the literature.
How
did you become involved in this research?
Since my graduate work I have been interested in developing
new methods to create functionalized ring-systems suitable for
applications in natural product and pharmaceutical chemistry.
However, it was during my postdoctoral work in Prof. Stephen F.
Martin’s lab at The University of Texas at Austin that I got
involved in applying RCM to alkaloid synthesis. Specifically, I
employed RCM in developing a concise route to indole and
oxindole alkaloids. The Martin lab has a longstanding history in
constructing interesting N-heterocycles using this technology.
This interest was sparked in 1992 in the context of work that
was then directed toward the total synthesis of the complex
alkaloid manzamine A, and the group has continued to develop new
applications of this and related techniques ever since. My group
at North Carolina State University is currently developing
methods to rapidly assemble heterocyclic molecules on a solid
support, with potential application in the construction of small
molecule libraries.
Alexander Deiters, Assistant Professor
North Carolina State University
Department of Chemistry
Raleigh, NC, USA
Stephen F. Martin
M. June and J. Virgil Waggoner Regents Chair in Chemistry and
Chair, Department of Chemistry and Biochemistry
The University of Texas at Austin
Austin, TX, USA
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ESI Special Topics,
April 2005
Citing URL - http://www.esi-topics.com/fbp/2005/april05-AlexanderDeiters.html
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