Concise approaches to heterocycles from 4-(trichloromethyl)-2-oxetanone

ORGN 21

Julia L Shamshina and Timothy S. Snowden, snowden@bama.ua.edu. Department of Chemistry, The University of Alabama, 250 Hackberry Lane, Box 870336, Tuscaloosa, AL 35487-0336
Concise Approaches to Heterocycles from 4-(Trichloromethyl)-2-oxetanone

Commercially available asymmetric 4-(trichloromethyl)-2-oxetanone serves as a convenient staging point for the preparation of a variety of heterocycles.  We have devised concise routes to asymmetric disubstituted butyrolactones and to deoxy-C-glycosides from the trichloromethyl beta-lactone.  These approaches avoid protecting group strategies and offer access to numerous analogs for diversity-oriented synthesis applications.  These new methods and associated efforts will be disclosed.

 

New Reactions and Methodology
8:00 AM-12:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Rm. R04, Oral

Division of Organic Chemistry

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