Catalytic enantioselective Nozaki-Hiyama allylation reaction with tethered bis(8-quinolinolato) (TBOx) chromium complex

ORGN 254

Guoyao Xia, guoyaox@uchicago.edu and Hisashi Yamamoto, yamamoto@uchicago.edu. Department of Chemistry, University of Chicago, 5735 South Ellis Avenue, Chicago, IL 60637
The utility of the new class of chiral ligand, tethered bis(8-quinolinol) (TBOxH) is further explored. Its chromium complex, TBOxCr(III)Cl, effectively catalyzes the Nozaki-Hiyama allylation reactions of various aldehydes at room temperature with high yield (up to 95%), and high enantioselectivity (up to 99% ee). The scope of the present method is shown to be wide and this method represents an efficient access to chiral homoallylic alcohols.

 

Asymmetric Reactions and Syntheses
8:00 AM-11:40 AM, Monday, 11 September 2006 Moscone Center -- Room 131, Oral

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006