KMID : 0370219840280010001
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Yakhak Hoeji 1984 Volume.28 No. 1 p.1 ~ p.10
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A Total Synthesis of Dehydrojuvabione
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¹Ú¿Ü¼÷/Park OS
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Abstract
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A total synthesis of dehydrojuvabione which has high juvenile hormone activity, is described. The kinetic enolate of mesityl oxide is used as nucleophilic synthon for this synthesis. 1, 4-Dioxaspiro [4, 5] decan-8-carboxaldehyde was treated with kinetic enolate of mesityl oxide to give 8-(1¡¯¡¯-hydroxy-5¡¯¡¯-methyl-3¡¯¡¯-oxo-4¡¯¡¯-hexenyl)-1, 4-dioxaspiro [4, 5] decane. The latter compound was dehydrated. The resulted dienone was treated with lithium dimethylcuprate. After that, appropriate transformation was performed to give dehydrojuvabione.
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KEYWORD
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