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Synfacts 2009(5): 0472-0472  
DOI: 10.1055/s-0028-1088167
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Amphidinolide X

Contributor(s): Philip Kocienski, Stewart Eccles
C. Rodríguez-Escrich, F. Urpí*, J. Vilarrasa*
Universitat de Barcelona, Spain
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Publication History

Publication Date:
22 April 2009 (online)

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Significance

Amphidinolide X is one of many ­cytotoxic macrolides isolated from marine dino-flagellates of the genus Amphidinium. A silicon-tethered cross-metathesis was necessary to construct the C12-C13 E double bond after standard ring-closing metathesis failed to give the correct double bond geometry.