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Synfacts 2010(9): 0978-0978  
DOI: 10.1055/s-0030-1257932
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (-)-Aurantioclavine

Contributor(s): Steven V. Ley, Catherine F. Carter
K. Brak, J. A. Ellman*
University of California at Berkeley, USA
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Publication History

Publication Date:
23 August 2010 (online)

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Significance

(-)-Aurantioclavine was isolated from Penicillium aurantiovirens in 1981 and is believed to be a biological precursor to the communesin family. The total synthesis was achieved in 27% overall yield with a MIDA boronate alkenylation and 29% with Grignard addition.