Use of a quinidine derivative to form an asymmetirc catalyst with sodium borohydride

CHED 515

Emily E Hoke, ehoke@ups.edu and William E. Dasher, bdasher@ups.edu. Department of Chemistry, University of Puget Sound, University of Puget Sound, Tacoma, WA 98416
Quinine is a natural product that has served as the backbone for the creation of numerous asymmetric catalysts. Most notable are the quarternary ammonium salts developed by Corey, Lygos and others for use in chiral alkylations. Less utilized are derivatives formed from the secondary alcohol of quinine. We are developing a series of derivatives that range from direct esterification to formation of schiff bases, from the derived ketone, to create a tether ending in a phenol of amine group. By incorporating sodium borohydride, or other hydride agents, with these derivatives we will explore their ability to affect chiral reductions of ketones.
 

Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Poster

Division of Chemical Education

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