Absolute Configuration of Kelsoene and Prespatane
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概要
- 論文の詳細を見る
The absolute configurations of the rare sesquiterpenes, kelsoene and prespatane, were determined to be (1S, 2R, 5S, 6S, 7R, 8R)-2,8-dimethyl-6-(1-methylethenyl) tricyclo [5.3.0.0^<2,5>] decane (IUPAC name) and (1R, 2S, 5R, 6R, 7R, 8S)-1,5-dimethyl-8-(1-methylethenyl) tricyclo-[5.3.0.0^<2,6>] decane, respectively, on the basis of the observed chemical shifts and NOEs in NOESY and NOEDS experiments after conversion with the chiral reagent, 2'-methoxy-1,1'-binaphthalene-2-carbohydroximoyl chloride (MBCC). The absolute configurations of kelsoene and prespatane thus determined suggest that initial cyclization of FPP from the siface at C-10 to form a 10R-germacradienyl cation leads to kelsoene, while that from the re-face leads to prespatane via the 10S-germacradienyl cation.
- 社団法人日本農芸化学会の論文
- 1999-10-23
著者
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KOSHINO Hiroyuki
The Institute of Physical and Chemical Research (RIKEN)
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NABETA Kensuke
Department of Bioresource Science, Obihiro University of Agriculture and Veterinary Medicine
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Fukui H
Kagawa Univ. Kagawa Jpn
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Tahara S
Department Of Applied Bioscience Faculty Of Agriculture Hokkaido University
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Tahara Satoshi
Hokkaido Univ. Sapporo Jpn
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Tahara S
Hokkaido Univ. Sapporo Jpn
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Tahara Satoshi
Department Of Agricultural Chemistry Faculty Of Agriculture Hokkaido University
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Tahara Satoshi
Division Of Applied Bioscience Graduate School Of Agriculture Hokkaido University:crest Japan Scienc
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Nabeta Kensuke
Department Of Agricultural Chemistry Obihiro University Of Agriculture And Veterinary Medicine
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Fukushi Yukiharu
Departments of Applied Bioscience Hokkaido University
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Koshino Hiroyuki
Department Of Agricultural Chemistry Faculty Of Agriculture Hokkaido University:(present Address) Ri
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Koshino H
Molecular Characterization Team Advanced D&s Center Riken
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Koshino Hiroyuki
Molecular Characterization Characterization Center Riken(the Institute Of Physical And Chemical Rese
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Fukushi Yukiharu
Department Of Applied Bioscience Faculty Of Agriculture Hokkaido University
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Fukushi Yukiharu
Division Of Applied Bioscience Graduate School Of Agriculture Hokkaido University:crest Japan Scienc
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Yamamoto M
Research Center For Glycoscience Advanced Institute Of Industrial Science And Technology (aist)
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Fukui H
Department Of Biochemistry And Food Science Kagawa University
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Tahara S
Tokyo Metropolitan Inst. Of Gerontology
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YAMAMOTO Masateru
Department of Bioresource Science, Obihiro University of Agriculture and Veterinary Medicine
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FUKUI Hiroki
Department of Applied Bioscience, Faculty of Agriculture, Hokkaido University
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FUKUI Hiroki
Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University
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Fukui Hiroki
Division Of Applied Bioscinece Graduate School Of Agriculture Hokkaido University
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Fukushi Y
Division Of Applied Bioscience Graduate School Of Agriculture Hokkaido University:crest Japan Scienc
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Koshino Hiroyuki
The Institute Of Physical & Chemical Research (riken)
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Yamamoto Masateru
Department Of Bioresource Science Obihiro University Of Agriculture And Veterinary Medicine
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FUKUSHI Yukiharu
Department of Agricultural Chemistry, Faculty of Agriculture, Hokkaido University
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