Asymmetric Synthesis of Palmerolide A

doi:10.1055/s-0029-1219448

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Synfacts 2010(4): 0381-0381
DOI: 10.1055/s-0029-1219448

Synthesis of Natural Products and Potential Drugs

Asymmetric Synthesis of Palmerolide A

Contributor(s): Steven V. Ley, Matthew O’Brien
M. Penner, V. Rauniyar, L. T. Kaspar, D. G. Hall*
University of Alberta, Edmonton, Canada

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Publication History

Publication Date:
22 March 2010 (online)

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Significance

Palmerolide A, isolated from the antarctic marine invertebrate Synoicum adarianum, exhibits potent and selective antitumor activity against melanoma cell lines. A tandem asymmetric hetero-Diels-Alder reaction/allylboration and an alkenylboronate Ireland-Claisen rearrangement were notable steps in the synthesis.