Tuesday, 27 June 2006
Ponderosa (poster/exhibit) (John Ascuaga’s Nugget Casino Resort)
204

Synthetic efforts toward TMC-95: A Diels-Alder approach to the western portion

Lauren K. Rathbone, Bradley O. Ashburn, Elizabeth H. Camp, and Rich G. Carter. Oregon State University, Corvallis, OR

TMC-95 (5) has garnered considerable synthetic attention due to its potential as a novel cancer chemotheraputic and its unusual chemical structure.  Our strategy for the construction of the western biaryl portion involves the use of a novel Diels-Alder reaction between diene 1 and sulfone 2 to yield adduct 3 in good yield.   Subsequent functionalization to the biaryl 4 will be discussed.  In addition, our efforts to further manipulate the dihalide 4 into the non-peptide portion of 5 will be presented.

 

 



Web Page: www.chemistry.oregonstate.edu/carter/

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