Studies toward the total synthesis of Erythronolide Β

ORGN 460

Binita Chandra and Scott G. Nelson, sgnelson@pitt.edu. Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260
The polypropionate framework constitutes a very common structural motif in a number of biologically active natural products, a classic example of which is the macrolide antibiotic Erythronolide B. Progress made towards the total synthesis of Erythronolide B will be presented. Our group has previously developed the direct enantioselective synthesis of β-lactones via asymmetric acyl halide aldehyde cyclocondensation (AAC).The β-lactones derived from the AAC reactions can act as direct surrogates for propionate-aldol products. The synthesis will involve the iterative use of the AAC methodology to construct adjacent propionate units in the molecule.

 

Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Wednesday, April 9, 2008 Morial Convention Center -- Rm. R05, Oral

Division of Organic Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008