油化学
Online ISSN : 1884-2003
ISSN-L : 0513-398X
クロスカップリング反応によるテルペン化合物の合成
宮腰 哲雄高沢 肇萩本 光広
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1990 年 39 巻 2 号 p. 83-89

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The ene-type chlorination of benzyl prenyl ether (1 a) and benzyl geranyl ether (1 b) with hypochlorous acid gave allylic chlorides (2) in good yields. Allylic chlorides (2) reacted with Grignard reagents such as isoamylmagnesium bromide (2 a) and n-butylmagnesium bromide (2 b) in the presence of CuCl to give γ-ross coupling products (5) and (6) in high regioselectivities. Reactions of allylic chlorides (2) with prenylmagnesium chloride (2 c) were subsequently conducted in the presence of CuI to obtain the cross coupling products (4), (5) and (6).

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