The Structure and Synthesis of Rishitinol. A Sesquiterpene Alcohol from Diseased Potato Tubers
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概要
- 論文の詳細を見る
The structure and configuration of rishitinol (<B>2</B>), isolated from tuber tissues of white potatoes (<I>Solanum tuberlosum</I> × <I>S. demissum</I>) infected by an incompatible race of <I>Phytophtora infestans</I>, were deduced from spectral and chemical data and confirmed by the synthesis of its recemate. 5,8-Dimethyl-1-tetralone-3-carboxylic acid (<B>13</B>) prepared from 2,5-dimethylbenzyl chloride was esterified, reduced, and then dehydrated to the dihydronaphthalene derivative (<B>20</B>), which was converted into the oxyisopropyl derivative (<B>21</B>). The hydroboration of <B>21</B> followed by hydrogen peroxide oxidation afforded a multi-component mixture, from which <I>dl</I>-rishitinol (<B>25</B>=<I>dl</I>-<B>2</B>) was isolated along with isomeric glycols (<B>22</B>–<B>24</B>).
- 公益社団法人 日本化学会の論文
著者
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Matsunaga Akira
Department Of Anesthesiology And Critical Care Medicine Kagoshima University Graduate School Of Medi
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Masamune Tadashi
Department Of Chemistry Faculty Of Science Hokkaido University
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TOMIYAMA KOHEI
Hokkaido Agricultural Experiment Station
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Katsui Nobukatsu
Department Of Chemistry Faculty Of Science Hokkaido University
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Imaizumi Kenji
Department of Chemistry, Faculty of Science, Hokkaido University
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