Reduction of Vinylogous Thioesters with Lithium Aluminum Hydride. I. Reduction of β-Phenylthio-α, β-unsaturated Cyclic Ketones

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概要

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• 5,5,Dimethyl-3-phenoxy-2-cyclohexenone (1b) was reduced with lithium aluminum hydride (LAH) to give the 1,2-addition product (IIIa). 2-Methyl-3-phenoxy-2-cyclopentenone (IIa) gave a mixture of the allyl alcohol (IVa) and 1,2-addition product (IVb). On the other hand, vinylogous thioesters, 5,5-dimethyl-3-phenylthio-2-cyclohexenone (Ic) and 2-methyl-3-phenylthio-2-cyclopentenone (IIb) were reduced in ether to give the corresponding 1,2-addition products. In tetrahydrofuran, the 1,2-addition product (IIIb) from Ic was further reduced to the 3-phenylthio alcohol (VIa). The product (IVa) from IIb transformed on standing at room temperature into the vinyl sulfide (VII) and the enone (VIII).

• 社団法人日本薬学会の論文
• 1985-01-25

著者

• 山崎 高應

  Faculty of Pharmaceutical Sciences, University of Toyama

• 的場 勝英

  Faculty of Pharmaceutical Sciences, University of Toyama

• 山崎 高広

  富山医科薬科大学

• 山崎 高應

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• 時沢 実

  Faculty of Pharmaceutical Sciences, Toyama Medical & Pharmaceutical University

• 森田 多賀史

  Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University

• 的場 勝英

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

• 的場 勝英

  Faculty Of Pharmaceutical Sciences Osaka University

• 森田 多賀史

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

• 時沢 実

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

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