One step synthesis of hexasubstituted ketones

ORGN 101

Saori Shiraki, shiraki@chem.ucla.edu, Department of Chemistry and Biochemistry, UCLA, 607 Charles E Young Dr East, Los Angeles, CA 90095 and Miguel Garcia-Garibay, mgg@chem.ucla.edu, Department of Chemistry and Biochemistry, University of California, Los Angeles, 607 Charles E. Young Drive East, Los Angeles, CA 90095.
Solid state photodecarbonylation of hexasubstituted ketones have been shown to give adjacent quarternary centers stereoselectively. The utility of this method depends on the ease with which photoreactive ketones can be synthesized. Hexasubstituted ketones can be made in one step by the addition of tertiary nucleophiles to carbonyl sources such as phosgene and carbonyl diimidazole. The steric limitations of the nucleophiles that can be added was explored. In addition, the regioselectivities and stereoselectivities of the additions have been studied for a range of nucleophiles.

 

Process R&D, Physical Organic Chemistry, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, March 25, 2007 Hyatt Regency Chicago -- Riverside Center, Poster

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007