Synthesis of the Northern Hemisphere of Amphidinolide H2

Florian P. Liesener; Ulrike Jannsen; Markus Kalesse

doi:10.1055/s-2006-942459

PAPER

Synthesis of the Northern Hemisphere of Amphidinolide H2

Florian P. Liesener, Ulrike Jannsen, Markus Kalesse*
Universität Hannover, Institut für Organische Chemie, Schneiderberg 1B, 30167 Hannover, Germany
Fax: +49(511)7623011; e-Mail: Markus.Kalesse@oci.uni-hannover.de;

Abstract

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Abstract

The stereoselective synthesis of the fully functionalized northern hemisphere of the marine natural product amphidinolide H2 is described. A vinylogous Mukaiyama aldol reaction and enzymatic desymmetrization of a meso compound are the key steps in the fragment synthesis. A stereoselective acetate aldol coupling and a 1,3-anti-reduction of the resulting β-hydroxy ketone complete the synthesis of the C14-C26 fragment.

Key words

natural products - aldol reaction - stereoselectivity - amphidinolides - macrolides

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References

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