%0 Journal Article
%@ 1860-5397
%A Jiménez, M
%A Zhu, W
%A Vogt, A
%A Day, BW
%A Curran, DP
%D 2011
%F pittir:16295
%J Beilstein Journal of Organic Chemistry
%P 1372 - 1378
%T Efficient syntheses of 25,26-dihydrodictyostatin and 25,26-dihydro-6-epi- dictyostatin, two potent new microtubule-stabilizing agents
%U http://d-scholarship-dev.library.pitt.edu/16295/
%V 7
%X The dictyostatins are powerful microtubule-stabilizing agents that have shown antiproliferative activity against a variety of human cancer cell lines. Two highly active analogs of dictyostatin, 25,26-dihydrodictyostatin and 25,26-dihydro-6-epi-dictyostatin, were prepared by a new streamlined total synthesis route. Three complete carbon fragments were prepared to achieve maximum convergency. These were coupled by a Horner-Wadsworth-Emmons reaction sequence and an esterification. A late stage Nozaki-Hiyama-Kishi reaction was then used to form the 22-membered macrolide. The stereoselectivity of this reaction depended on the configurations of the nearby stereocenter at C6. © 2011 Verma et al; licensee Beilstein-Institut.