Photochemical methods toward fused heterocycles

ORGN 413

Esther C. Y. Lee, leeec@sas.upenn.edu and Jeffrey D. Winkler, winkler@sas.upenn.edu. Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104
Photochemical processes allow for the formation of products that otherwise would not be as easily synthesized. We report herein a unique photochemically-mediated rearrangement of simple aryl sulfoxide-tethered enone 1 to fused thiolane oxide 2. This methodology displays efficient construction of fused heterocycles as well as quaternary centers. Further manipulations of the photoadducts provide access to highly substituted and diverse heterocyclic structures.

 

New Reactions and Methodology
1:00 PM-5:20 PM, Tuesday, 12 September 2006 Moscone Center -- Room 133, Oral

Division of Organic Chemistry

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