%0 Journal Article
%@ 1523-7060
%A Hopkins, CD
%A Schmitz, JC
%A Chu, E
%A Wipf, P
%D 2011
%F pittir:18739
%J Organic Letters
%N 15
%P 4088 - 4091
%T Total synthesis of (-)-CP<inf>2</inf>-disorazole C<inf>1</inf>
%U http://d-scholarship-dev.library.pitt.edu/18739/
%V 13
%X The total synthesis of a bis-cyclopropane analog of the antimitotic natural product (-)-disorazole C1 was accomplished in 23 steps and 1.1% overall yield. A vinyl cyclopropane cross-metathesis reaction generated a key (E)-alkene segment of the target molecule. IC50 determinations of (-)-CP2-disorazole C1 in human colon cancer cell lines indicated low nanomolar cytotoxic properties. Accordingly, this synthetic bioisostere represents the first biologically active disorazole analog not containing a conjugated diene or polyene substructure element. © 2011 American Chemical Society.