Boron Trifluoride Etherate Mediated Dehydrogenative Nucleophilic Addition Reaction of Aliphatic Ethers in the Presence of Acetal Affording α, β-Unsaturated Carbonyl Compounds

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著者

    • JOBASHI Takashi
    • Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture & Technology
    • TAKANO Masaomi
    • Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture & Technology
    • HINO Tetsuo
    • Graduate Program of Human Sensing and Functional Sensor Engineering, Graduate School of Engineering, Yamagata University
    • MAEYAMA Katsuya
    • Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture & Technology
    • FUGAMI Keigo
    • Department of Chemistry, Faculty of Engineering, Gunma University
    • OZAKI Hiroyuki
    • Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture & Technology
    • OGINO Kenji
    • Graduate School of Bio-Applications and System Engineering, Tokyo University of Agriculture & Technology
    • YONEZAWA Noriyuki
    • Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture & Technology

抄録

In the presence of boron trifluoride etherate, some kinds of aliphatic ethers have been found to react with benzaldehyde dimethyl acetal yielding α,β-unsaturated carbonyl compounds with evolution of H<SUB>2</SUB>. In this reaction, dehydrogenation of the ether undergoes in cooperation with the acetal and BF<SUB>3</SUB>, which enables the ether molecule to behave as enol ether equivalent affording crossed aldol adduct via nucleophilic attack to oxycarbenium ion electrophile formed from the acetal.

収録刊行物

  • Chemistry letters

    Chemistry letters 33(10), 1246-1247, 2004-10-05

    公益社団法人 日本化学会

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各種コード

  • NII論文ID(NAID)
    10013657917
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    SHO
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
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