Reactions of Ethyl 2-(1-Indanylidene) cyanoacetate Anion with Alkylating Agents and Aldehydes

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概要

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• Ethyl 2-(1-indanylidene) cyanoacetate (I) was treated with phenylmagnesium bromide and the resultant ambident anion (II) was reacted with a few alkylating agents and aldehydes. Interestingly, the alkylation reactions of the alkylidenecyanoacetate system were accompanied by γ-alkylation to a significant extent together with the preferred α-alkylation. The anion was also formed by the use of sodium hydride and subjected to the alkylation reactions. It seems that the alkylation reactions are dependent upon metal counterions yielding α-and γ-substituted products in a different proportion. Reactions of the anion with aldehydes afforded a diene (VI) and lactone (VII) which were formed as the result of an exclusive reaction at the γ-position.

• 社団法人日本薬学会の論文
• 1979-02-25

著者

• 宮寺 哲男

  Central Research Laboratories, Sankyo Co., Ltd.

• 橋本 敏彦

  Central Research Laboratories Sankyo Co. Ltd.

• 宮寺 哲男

  Chemical Research Laboratories, Sankyo Co., Ltd.

• 橋本 俊彦

  Central Research Laboratories, Sankyo Co., Ltd.

• 夏目 幸子

  Central Research Laboratories, Sankyo Co., Ltd.

• 橋本 俊彦

  Central Research Laboratories Sankyo Co. Ltd.

• 宮寺 哲男

  Chemical Research Laboratories Sankyo Co. Ltd.

• 夏目 幸子

  Central Research Laboratories Sankyo Co. Ltd.

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