Synthesis of the C31-C67 fragment of amphidinol 3.

Angew Chem Int Ed Engl

Department of Chemistry, University of California-Irvine, 1102 Natural Sciences 2, Irvine, CA 92697-2025, USA.

Published: November 2006

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http://dx.doi.org/10.1002/anie.200602742DOI Listing

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Synthesis and Stereochemical Revision of the C31-C67 Fragment of Amphidinol 3.

Angew Chem Int Ed Engl

May 2018

Department of Chemistry, Faculty and Graduate School of Science, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka, 819-0395, Japan.

Amphidinol 3 (AM3) is a marine natural product produced by the dinoflagellate Amphidinium klebsii. Although the absolute configuration of AM3 was determined in 1999 by extensive NMR analysis and degradation of the natural product, it was a daunting task because of the presence of numerous stereogenic centers on the acyclic carbon chain and the limited availability from natural sources. Thereafter, revisions of the absolute configurations at C2 and C51 were reported in 2008 and 2013, respectively.

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