Substituent Effect on Claisen Rearrangement of 1-Substituted 2-Cinnamyloxybenzenes

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Author(s)

Abstract

Claisen rearrangement of 1-substituted 2-cinnamyloxybenzenes was carried out in decalin. For methyl-, acetyl- and methoxycarbonyl derivatives, the para-rearranged product was predominant. Reactions of nitro- and carboxyl derivatives were relatively fast and produced ortho-rearranged products. For other derivatives, intramolecular hydrogen bonds formed so that keto-enol tautomerism between the ortho-dienone intermediate and ortho-rearranged product proceeded smoothly.

Journal

  • Journal of Oleo Science

    Journal of Oleo Science 51(5), 359-364, 2002-05-01

    Japan Oil Chemists' Society

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Codes

  • NII Article ID (NAID)
    10008224369
  • NII NACSIS-CAT ID (NCID)
    AA11503337
  • Text Lang
    ENG
  • Article Type
    NOT
  • ISSN
    13473352
  • NDL Article ID
    6140844
  • NDL Source Classification
    ZP25(科学技術--化学・化学工業--油脂類)
  • NDL Call No.
    Z54-J571
  • Data Source
    CJP  NDL  J-STAGE 
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