天然有機化合物討論会講演要旨集
Online ISSN : 2433-1856
セッションID: 11
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11 Furanoeremophilane誘導体の構造および反応
永野 肇多田 全宏棚橋 善昭森山 祥彦高橋 武美
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会議録・要旨集 フリー

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Three new furanoeremophilanes were isolated from Farfugium japonicum Kitam., and their structures were determined as 6, 7 and 8. Two new furanoeremophilanes isolated from Farfugium hiberniflorum were shown to be represented by 9 and 10. Conformations of 6, 7, 11 and 15 are discussed. Furanoeremophilane-6β,10β-diol (1) was treated with POCl_3 in pyridine to give 4, 5 and 20. Absolute configurations of 1 and 4 were determined as 1a and 4a, respectively; this shows a retention of configuration at C-9 of 4a, excluding the route (D→G→4b). Cyclohexadienyl cation D (delocalized) initially formed rearranges into 4a via E and F. Formation of 5 and 20 from D can also be interpreted as shown in H.
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© 1972 天然有機化合物討論会電子化委員会
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