Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
The Structure and Total Synthesis of Futoenone, a Constituent of Piper futokadzura SIEB. et ZUCC.
AKIRA OGISOMASAAKI KURABAYASHISHUJI TAKAHASHIHIROSHI MISHIMAM.C. WOODS
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1970 Volume 18 Issue 1 Pages 105-114

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Abstract
A crystalline constituent, futoenone ; C20H20O5, mp 197°, was isolated from Piper futokazura and proved to have the structure (I). The result of regenerating futoenone from the diacetate (Va) via the tosyl-phenol (X), providing an interesting example of Ar1-6 participation, strongly supported the spiro-dienone structure of futoenone. The stereochemistry was also proposed by the data of NMR. The total synthesis of futoenone was accomplished.
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© The Pharmaceutical Society of Japan
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