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Synfacts 2011(4): 0359-0359  
DOI: 10.1055/s-0030-1259642
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Three of the Cladiellins

Contributor(s): Steven V. Ley, Kimberley A. Roper
J. S. Clark*, R. Berger, S. T. Hayes, L. H. Thomas, A. J. Morrison, L. Gobbi
University of Glasgow, University of Nottingham and MSD, Lanarkshire and F. Hoffmann-La Roche Ltd, Basel, UK
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Publication History

Publication Date:
18 March 2011 (online)

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Significance

The cladiellins (eunicellins) are marine diterpenes with varying biological activity. Their interesting ether-bridged architecture has made them a popular synthetic target. However, this is the only approach to multiple members of the family with a (E)-configured alkene in the larger ring. This (E)-alkene is installed by the [2,3]-sigmatropic rearrangement of oxonium ylid D, prepared by rhodium-catalyzed decomposition of α-diazo ketone B.