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Synfacts 2006(10): 0983-0983  
DOI: 10.1055/s-2006-949329
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Litseaverticillol A

Contributor(s): Philip Kocienski, Fiona Black
A. Morita, S. Kuwahara*
Tohoku University, Sendai, Japan
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Publication History

Publication Date:
21 September 2006 (online)

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Significance

Litseaverticillol A is a sesquiterpenoid isolated from the perennial shrub Litsea verticillata. It shows anti-HIV and cytotoxic activity. Although the natural product is racemic, a concise, enantioselective synthesis of the (1R,5S)-stereo­isomer is reported. The key step is a Pd-catalyzed annulation to give cyclopentenone E.