Bioscience, Biotechnology, and Biochemistry
Online ISSN : 1347-6947
Print ISSN : 0916-8451
Organic Chemistry
Identification of 2,3-Dihydro-γ-ionylideneethanol in Cercospora cruenta
Hirotaka YAMAMOTOMasahiro INOMATATakeo UCHIYAMATakayuki ORITANI
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2001 年 65 巻 4 号 p. 810-816

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During our scrutiny of GC-EI-MS date for C15 alcohols as putative intermediates on the ABA biosynthetic pathway in Cercospora cruenta, a trace amount of 5-[2',2'-dimenthyl-6'-methylene-1'-cyclohexyl]-3-methyl-4-penten-1-ol (2,3-dihydro-γ-ionylideneethanol) was identified. Feeding experiments indicated that this compound was not an intermediate to ABA, but a catabolite that originated from γ-ionylideneacetaldehyde. The stereochemistry of 2,3-dihydro-γ-ionylideneethanol was deduced to be (3R,1'S) from a comparison with an authentic specimen prepared via baker’s yeast asymmetric reduction.
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© 2001 by Japan Society for Bioscience, Biotechnology, and Agrochemistry
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