%0 Journal Article
%@ 1520-4766
%A Gabarda, AE
%A Curran, DP
%D 2003
%F pittir:20429
%J Journal of Combinatorial Chemistry
%N 5
%P 617 - 624
%T Solution-phase parallel synthesis of 115 homosilatecan analogues
%U http://d-scholarship-dev.library.pitt.edu/20429/
%V 5
%X The parallel synthesis of 115 homosilatecans on 1-5 mg scale has been accomplished. Key reactions include N-propargylation of a common iodopyridone lactone with a silyl-substituted propargyl bromide, followed by cascade radical annulation with a substituted isonitrile. Simple manual techniques for parallel reactions were coupled with automated purifications (SPE, HPLC) to give high-purity final products. The speed and simplicity of the automated purification protocol more than compensated for yield losses in the synthesis of some analogues relative to traditional flash chromatographic purifications.