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Dehydrojuvabione의 전합성

A Total Synthesis of Dehydrojuvabione

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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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