Synthesis of elenic acid, an inhibitor of topoisomerase II

R. C. Hoye, A. S. Baigorria, M. E. Danielson, A. A. Pragman, H. A. Rajapakse

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A short, efficient synthesis of elenic acid, a marine natural product with interesting biological activity, has been completed. Critical features of the synthesis are the development of methodology for the one-pot elaboration of an alkyne to an (E)-β,γ-unsaturated ester with a stereocenter at the α-position and the use of the zipper reaction of a 1- arylalkyne. This reaction has not been previously reported with aromatic substrates. The synthesis strategy provides considerable flexibility for the preparation of structural analogues.

Original languageEnglish (US)
Pages (from-to)2450-2453
Number of pages4
JournalJournal of Organic Chemistry
Issue number7
StatePublished - Apr 2 1999


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