Establishing methodology to be used in the total synthesis of Gephyrotoxin

ORGN 36

Jason M. Dinsmore, jmdinsmo@ncsu.edu and Daniel L. Comins, daniel-comins@ncsu.edu. Department of Chemistry, North Carolina State University, Box 8204 Dabney Hall, Raleigh, NC 27695-8204
Gephyrotoxin is a naturally occurring substance isolated from the secretions of the poison-dart frog Dendrobates histrionicus. Synthetic efforts are directed towards the construction of the 5/6 bicyclic portion containing the amino alcohol functionality. The chemistry centers around utilizing a well-known N-acylpyridinium salt intermediate, which establishes a cyclic core for further chemical manipulation. Our recent efforts towards this methodology will be discussed in detail.

 

Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Sunday, 28 August 2005 Washington DC Convention Center -- 202B, Oral

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005