%0 Journal Article %@ 0968-0896 %A Du, W %A Kaskar, B %A Blumbergs, P %A Subramanian, PK %A Curran, DP %D 2003 %F pittir:20479 %J Bioorganic and Medicinal Chemistry %N 3 %P 451 - 458 %T Semisynthesis of DB-67 and other silatecans from camptothecin by thiol-promoted addition of silyl radicals %U http://d-scholarship-dev.library.pitt.edu/20479/ %V 11 %X Thiol- or acid-promoted additions of silyl radicals to camptothecin are reported. At 105°C, mixtures of 7-silyl (favored) and 12-silyl camptothecins are formed alongside substantial amounts of recovered camptothecin. At 160°C, 12-silyl isomers are formed preferentially, but the total mass balance is substantially reduced. The silyl radical addition is featured in short semi-syntheses of DB-67 (7-tert-butyldimethylsilyl-10-hydroxy camptothecin) from both camptothecin and 10-hydroxycamptothecin. © 2002 Elsevier Science Ltd. All rights reserved.