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Synfacts 2008(1): 0010-0010  
DOI: 10.1055/s-2007-992389
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (-)-Linderol A

Contributor(s): Philip Kocienski, Indu Dager
S. Ohta*
Kyoto Pharmaceutical University, Japan
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Publication History

Publication Date:
18 December 2007 (online)

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Significance

(-)-Linderol A is isolated from Lindera umbellata. It is a potent inhibitor of melanin biosynthesis in cultured B-16 melanoma cells without showing any cytotoxic effects. Reported here is the first asymmetric total synthesis of (-)-linderol A involving a diastereoselective [2+2] photocycloaddition of A followed by a stereoconvergent transformation as the key steps to yield tetrahydrodibenzofuran B.