Synthesis of Amphidinolide X and Y

doi:10.1055/s-2006-955589

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Synfacts 2006(12): 1196-1196
DOI: 10.1055/s-2006-955589

Synthesis of Natural Products and Potential Drugs

Synthesis of Amphidinolide X and Y

Contributor(s): Philip Kocienski, Fiona Black
A. Fürstner*, E. Kattnig, O. Lepage
Max-Planck-Institut für Kohlenforschung, Mülheim/Ruhr, Germany

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Publication History

Publication Date:
22 November 2006 (online)

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Significance

A convergent synthesis of the marine natural products amphidinolide X and Y, as well as 19-epi-amphidinolide X, is reported. Stereoselective Fe-catalyzed reaction of scalemic epoxide A with n-PrMgCl generated an allenol which underwent a Ag(I)-catalyzed cyclization to form the tetrahydrofuran fragment C.