The Reduction of Enamines with Carbonylhydridoferrates

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概要

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• Enamines react with an alcoholic solution of [FeH(CO)<SUB>4</SUB>]<SUP>−</SUP> (<B>1</B>), [Fe<SUB>2</SUB>H(CO)<SUB>8</SUB>]<SUP>−</SUP> (<B>2</B>), and [Fe<SUB>3</SUB>H(CO)<SUB>11</SUB>]<SUP>−</SUP> (<B>3</B>), with the absorption of carbon monoxide at room temperature, to give the corresponding saturated tertiary amines. The reduction of the pyrrolidine enamine of 2-methylcyclohexanone with <B>1</B>, <B>2</B>, and <B>3</B> gave <I>cis</I> and <I>trans</I> <I>N</I>-(2-methyl-1-cyclohexyl)pyrrolidine. The <I>cis</I>/<I>trans</I> ratio of the products were characteristic of <B>1</B>, <B>2</B>, and <B>3</B>; the values, 0.67, 1.2, and 2.1 respectively, represent the bulkiness of the hydrides. The mechanism of the reduction was discussed.

• 公益社団法人 日本化学会の論文

著者

• Mitsudo Take-aki

  Department Of Energy And Hydrocarbon Chemistry Graduate School Of Engineering Kyoto University

• Yamamoto Kazuo

  Department Of Biomolecular Sciences Graduate School Of Life Sciences Tohoku University

• Tanaka Masato

  Department Of Chemical Engineering Faculty Of Engineering Niigata University

• Watanabe Yoshihisa

  Department Of Basic Geriatrics Graduate School Of Medical Science Kyoto Prefectural University Of Medicine

• Takegami Yoshinobu

  Department of Fuel Chemistry Faculty of Engineering Kyoto University

• Atsuta Shoji

  Department of Hydrocarbon Chemistry, Faculty of Engineering, Kyoto University

• Tanaka Masato

  Department of Applied Chemistry, Waseda University

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