Synthesis of the C11-C23 fragment of Spirastrellolide A

ORGN 66

Jia Liu, jliu@chem.umn.edu and Richard P. Hsung, hsung@chem.umn.edu. Department of Chemistry, University of Minnesota, G-12 Smith 139, 207 Pleasant St. SE, Minneapolis, MN 55455
Spirastrellolide A was isolated from marine sponge Spirastrellolide coccinea by Roberge et. al. in 2003. Spirastrellolide A was found not only to cause premature entry into mitosis and mitotic arrest in cells, but also to exhibit inhibitory activity of protein phosphatase PP2A (IC50 = 1 nM) along with a good selectivity for PP2A over PP1 (IC50 = 50 nM). Our synthesis of the C11-C23 fragment of Spirastrellolide A will be described in the presentation, which features a ketal – tethered RCM as an alternative approach to the construction of spiroketals.

 

Total Synthesis of Complex Molecules
1:00 PM-5:00 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