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Fast Breaking Comments

By Alexander Deiters

ESI Special Topics, April 2005
Citing URL - http://www.esi-topics.com/fbp/2005/april05-AlexanderDeiters.html

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.

ST:  Why do you think your paper is highly cited?



“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.”

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.

ST:  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.

ST:  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.End

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

ESI Special Topics, April 2005
Citing URL - http://www.esi-topics.com/fbp/2005/april05-AlexanderDeiters.html

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