Synthesis of multi substituted 3-fluoro furans and 3,3-difluro hydrofurans

ORGN 319

Satoru Arimitsu, Jesse M. Jacobsen, JMJACO04@louisville.edu, and Gerald B. Hammond, gb.hammond@louisville.edu. Department of Chemistry, University of Louisville, Louisville, KY 40292
Furans and hydrofurans are well known compounds found in the natural products and pharmaceuticals; currently the synthesis of these compounds using catalytic methods constitutes an important focus of research. Although fluorine substituted furans and hydrofurans are attractive targets from a biological standpoint, there are few reports on practical methods for preparing them, none of which is catalytic. Recently, a cost-effective synthesis of gem-difluoro homopropargyl alcohols (1) was reported by our group. Using the triple bond of gem-difluoro homopropargyl alcohols (1) as a synthetic handle, we have uncovered novel transformations toward fluorinated furans and hydrofurans.

 

Heterocycles and Aromatics
8:00 AM-12:00 PM, Tuesday, March 27, 2007 McCormick Place Lakeside -- Room E350, Level 3, Oral

Division of Organic Chemistry

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