Bioscience, Biotechnology, and Biochemistry
Online ISSN : 1347-6947
Print ISSN : 0916-8451
Organic Chemistry Regular Papers
Syntheses of Bioactive Bisabolane-Type Cryptomeria japonica Sesquiterpenes
Nobuhiro SHIMIZUYasumasa KUWAHARA
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2009 年 73 巻 3 号 p. 588-591

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The first diastereoselective synthesis of (1S,6R)-1-hydroxy-2,7(14),10-bisabolatrien-4-one, an antifeedant against Acusta despesta and Locusta migratoria, was produced from Cryptomeria japonica (commonly known as Japanese cedar), starting from (R)-(−)-carvone via (R)-(−)-cryptomerione. The enantiomer was transformed into (1S,3R,6R)-1-hydroxy-7(14),10-bisaboladien-4-one, a novel antifeedant against L. migratoria from the same tree, by 1,4-selective reduction of the enone moiety.
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© 2009 by Japan Society for Bioscience, Biotechnology, and Agrochemistry
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