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Synfacts 2007(6): 0565-0565  
DOI: 10.1055/s-2007-968510
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (+)-Fusicoauritone

Contributor(s): Philip Kocienski, Indu Dager
D. R. Williams*, L. A. Robinson, C. R. Nevill, J. P. Reddy
Indiana University, Bloomington, USA
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Publication History

Publication Date:
22 May 2007 (online)

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Significance

Diterpenoid fusicoccanes, isolated from the wax secration of scale insects, fungi, liverworts and higher plants, possess phytohormonal activity associated with the activation of H+-ATPase. A synthesis fusicoauritone is reported which features the contraction of an eleven-membered dolabelladienone ring to give the 5-8-5 tricyclic skeleton by means of a Nazarov reaction.