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Synfacts 2007(5): 0464-0464  
DOI: 10.1055/s-2007-968395
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Iso-agatharesinol

Contributor(s): Philip Kocienski
G. Y. Fang, V. K. Aggarwal*
University of Bristol, UK
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Publication History

Publication Date:
24 April 2007 (online)

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Significance

A highly diastereoselective deprotonation of a benzylic sulfonium salt A and a stereo­specific 1,2-metallate rearrangement (D to E) are key steps in a short synthesis of (+)-iso­agatharesinol, a nor-lignan of Asparagus gobicus with potent cytotoxic activity against human ovarian carcinoma and human hepatoma.