A synthesis of (.+-.)-.BETA.-vetivone and its related spirovetivanes via the base-catalyzed spiroannelation of phenolic tosylates.
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概要
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(±)-β-Vetivone was synthesized by the base-catalyzed spiroannelation of 2-[2-(4-hydroxy-2-methylphenyl)-ethyl]-3-methyl-3-butenyl <I>p</I>-toluenesulfonate followed by methylation and subsequent isomerization of the side chain double bond. The reactivities of the related tosylates, 4-(4-hydroxy-2-methylphenyl)-2-isopropylbutyl <I>p</I>-toluenesulfonate, 3-hydroxy-2-[2-(4-hydroxy-2-methylphenylethyl]-3-methylbutyl <I>p</I>-toluenesulfonate, and 2,3-epoxy-2-[2-(4-hydroxy-2-methylphenyl)ethyl]-3-methylbutyl <I>p</I>-toluenesulfonate have been discussed.
著者
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Torii Sigeru
Department Of Applied Chemistry Faculty Of Engineering Okayama University
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Okamoto Kaoru
Department Of Applied Microbial Technology Kumamoto Institute Of Technology
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Uneyama Kenji
Department Of Applied Chemistry Faculty Of Engineering Okayama University
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