Novel synthetic methodologies toward the synthesis of substituted tetrahydrofurans

ORGN 876

Ian S Taschner, ism2@unh.edu and Charles K. Zercher. Department of Chemistry, University of New Hampshire, Parsons Hall, Durham, NH 03824
Plankortethers constitute a class of cytotoxic natural products, whose skeletons possess a highly substituted tetrahydrofuran ring. Synthetic approaches to this natural product family will require the ability to rapidly assemble the tetrahydrofuran with efficient diastereocontrol. Stereoselective assembly of substituted tetrahydrofuran systems can be accomplished through a two-step sequence involving a tandem chain extension-aldol reaction, followed by a Lewis acid mediated allylative cyclization.

 

Combinatorial, Parallel and Process Chemistry, Heterocycles, Aromatics, New Reactions and Methodology
8:00 PM-10:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Sci-Mix

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007