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Synfacts 2008(6): 0563-0563  
DOI: 10.1055/s-2008-1077797
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Elatol

Contributor(s): Philip Kocienski, Indu Dager
D. E. White, I. C. Stewart, R. H. Grubbs, B. M. Stoltz*
California Institute of Technology, Pasadena, USA
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Publikationsdatum:
21. Mai 2008 (online)

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Significance

Elatol belongs to the chamigrene subclass of the sesquiterpenes and possesses a range of activities such as antibiofouling, antibacterial, antifungal and cytotoxic activity against HeLa and Hep-2 human carcinoma cell lines. This total synthesis of elatol involves generation of the first fully substituted chlorinated olefin I via ring-closing metathesis as a key step.