Development of modular peptide catalysts for the near-nanometer enantioselective acylation of a bis-phenol and the site-selective modification of erythromycin A

ORGN 10

Chad A. Lewis, chad.lewis@yale.edu and Scott J. Miller, scott.miller@yale.edu. Department of Chemistry, Yale University, 350 Edwards street, New Haven, CT 06511
Asymmetric catalysis has demonstrated tremendous growth in recent years. This field has provided striking examples of catalyst control to give products with high enantioselectivity. Application of enantioselective peptide-based catalysts also lends itself to regioselective reactions where there exists less literature precedent. Enzymes have provided exceptional examples of highly selective and chemically efficient processes for a plethora of reaction types. However, the scope of these catalytic reactions is sometimes limited. The development of small-molecule catalysts for enantioselective and chemoselective transformations will be illustrated by the application of these catalysts to meso-substrates as well as naturally occurring, stereochemically complex products. These catalysts are highly modular, allowing easy access to different catalyst structures allowing libraries to be produced quickly and efficiently.
 

Asymmetric Reactions and Syntheses
8:00 AM-12:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Rm. R06, Oral

Division of Organic Chemistry

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