The total synthesis of (.+-.)-pisiferin.
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概要
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The conversion of racemic α-cyclocitral into 3-(3-isopropyl-4-methoxyphenethyl)-4,4-dimethyl-2-methylenecyclohexanone (<B>2</B>) was carried out in five steps via 3-(3-isopropyl-4-methoxyphenethyl)-2,4,4-trimethyl-1-cyclohexene. An intramolecular cyclization of <B>2</B> with polyphosphoric acid produced the corresponding two tricyclic ketones possessing <I>cis</I>- and <I>trans</I>-A/B ring junctions. Each of these ketones was further converted into 12-mesyloxy-9(10→20)-<I>abeo</I>-abieta-1(10),8,11,13-tetraene in four steps. The mesylate was reduced with lithium aluminium hydride to give (±)-pisiferin.
- 公益社団法人 日本化学会の論文
著者
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Yoshinari Takashi
Department Of Biological And Environmental Chemistry Faculty Of Agriculture Tottori University
-
Imai Sachihiko
Department of Chemistry, Faculty of Science, Hiroshima University
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Matsumoto Takashi
Department of Applied Material Science, Faculty of Integrated Arts and Sciences, University of Tokushima
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Matsuno Shigeo
Department of Chemistry, Faculty of Science, Hiroshima University
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