Regioselective Reduction of 2, 3-Epoxy-l-alkanol Derivatives with Zeolite-Supported Lithium Borohydride

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  • ONAKA Makoto
    Department of Synthetic Chemistry, Faculty of Engineering, Nagoya University
  • SUGITA Keisuke
    Department of Synthetic Chemistry, Faculty of Engineering, Nagoya University
  • IZUMI Yusuke
    Department of Synthetic Chemistry, Faculty of Engineering, Nagoya University

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Other Title
  • ゼオライト固定化水素化ホウ素リチウムによる2,3-エポキシ-1-アルカノール誘導体の位置選択的還元反応
  • ゼオライト コテイカ スイソカ ホウソ リチウム ニ ヨル 2 3 エポキシ

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Description

Regioselective reductions of 2, 3-epoxy-1-alkanol and its derivatives are carried out by use of lithium borohydride supported on calcium ion-exchanged Y-type zeolite.2, 3-Epoxy-substituted ether is found to be reduced at the C-3 position with the above heterogeneous reducing reagent more regioselectively than 2, 3-epoxy-1-alkanol. High regioselection is attributable to the interaction between the organic substrate and the calcium ion in the zeolite since the reducing reagent supported on sodium ion-exchanged zeolite shows low selectivity.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1989 (3), 588-590, 1989-03-10

    The Chemical Society of Japan

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