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Total Syntheses of Amphidinolide H and G

MPS-Authors
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Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Bouchez,  Laure C.
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Funel,  Jaques-Alexis
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Liepins,  Vilnus
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Porée,  François-Hugues
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Gilmour,  Ryan
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Beaufils,  Florent
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Laurich,  Daniel
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Tamiya,  Minoru
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Supplementary Material (public)

z704024_s-1.pdf
(Supplementary material), 6MB

Citation

Fürstner, A., Bouchez, L. C., Funel, J.-A., Liepins, V., Porée, F.-H., Gilmour, R., et al. (2007). Total Syntheses of Amphidinolide H and G. Angewandte Chemie International Edition, 46(48), 9265-9270. doi:10.1002/anie.200704024.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0025-ACEA-D
Abstract
Eureka! The first conquest of the exceptionally potent cytotoxic agent amphidinolide H, which exhibits activity in the picomolar range against human epidermoid cancer cells, was long overdue. The successful route critically hinges upon the scrupulous optimization of the fragment-coupling events (see picture; RCM=ring-closing metathesis) and on the careful adjustment of the peripheral protecting-group pattern.