Regio-controlled prenylation and geranylation of 3-furylmethylmagnesium bromide. Selective syntheses of 3-substituted furanoid and 2-substituted 3-methylfuranoid terpenes.
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概要
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Coupling reactions of 3-furylmethylmagnesium bromide with prenyl and geranyl diethyl phosphates gave 2-substituted 3-methylfurans, rosefuran and sesquirosefuran, as the main products. When the reactions were carried out in the presence of a catalytic amount of copper(I) iodide, normal coupling occurred and 3-substituted furans, perillene and dendrolasin, were formed in good yields. The related naturally occurring 3-substituted thiophene, 3-(4-methyl-3-pentenyl)thiophene, was also synthesized from 3-thienylmethylmagnesium bromide and prenyl diethy phosphate.
- 公益社団法人 日本化学会の論文
著者
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Araki Shuki
Department Of Applied Chemistry Nagoya Institute Of Technology
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Butsugan Yasuo
Department Of Applied Chemistry Nagoya Institute Of Technology
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