A synthetic approach towards halichlorine using a N-bromosuccinimide-promoted ring expansion reaction as the key step

ORGN 91

Gregory R Dake and Paul B Hurley. Department of Chemistry, Univerisity of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada
Halichlorine is a naturally occurring alkaloid that exhibits an interesting 6-5 aza-spirocyclic moiety. We have targeted tricycle A as a potential intermediate in the total synthesis of this molecule. We plan to establish the key stereocenter adjacent to the nitrogen atom of A by using NBS-ring expansion methodology developed in our laboratories.

 

Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Materials, Molecular Recognition
8:00 PM-10:00 PM, Sunday, August 22, 2004 Pennsylvania Convention Center -- Hall D, Poster

Division of Organic Chemistry

The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004