Bulletin of the Chemical Society of Japan

Regio-controlled prenylation and geranylation of 3-furylmethylmagnesium bromide. Selective syntheses of 3-substituted furanoid and 2-substituted 3-methylfuranoid …

S Araki, Y Butsugan

Index: Araki; Butsugan Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 5 p. 1446 - 1449

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Citation Number: 26

Abstract

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 ...