Synthesis of (-)-Amphidinolide X

J. H. Jung; E. Lee

doi:10.1055/s-0029-1218323

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Synfacts 2009(12): 1311-1311
DOI: 10.1055/s-0029-1218323

Synthesis of Natural Products and Potential Drugs

Synthesis of (-)-Amphidinolide X

Contributor(s): Philip Kocienski
J. H. Jung, E. Lee*
Seoul National University, Korea

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Publication History

Publication Date:
20 November 2009 (online)

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Significance

Amphidinolide X is a metabolite of laboratory-cultured dinoflagellates of the genus Amphidinium. The salient feature of this synthesis is the construction of the tetrahydrofuran ring bearing a quaternary center via a SmI₂-mediated 5-exo-reductive cyclization (F → G → H).