Anodic electrochemistry: Developing new umpolung reactions for the synthesis of organic molecules

ORGN 479

Kevin D. Moeller, Department of Chemistry, Department of Chemistry, Washington University, 1 Brookings Drive, Campus Box 1134, St. Louis, MO 63130
By reversing the polarity of electron-rich functional groups, anodic oxidation reactions can be used initiate a variety of interesting synthetic transformations. These transformations allow for the development of entirely new strategies for the synthesis of complex molecules. For example, anodic functionalization reactions can be used to insert conformational constraints into pre-selected sites within a peptide. In addition, the anodic coupling of two nucleophiles can be used to accomplish novel cyclization reactions for use in the construction of natural products. In the talk to be presented, a discussion of these synthetic strategies, the reactive radical cation intermediates initially generated by the oxidation, and the application of recently developed synthetic methods to total synthesis efforts will be presented.
 

Synthetic Organic Electrochemistry
9:00 AM-11:30 AM, Wednesday, September 10, 2003 Sheraton New York -- Royal Ballroom A, Oral

Division of Organic Chemistry
The 226th ACS National Meeting, New York, NY, September 7-11, 2003