Synlett
DOI: 10.1055/a-2740-4940
Letter

Lewis acid-catalyzed formal 1,3-hydroxy migration of arylvinyl carbinols

Authors

  • Koutarou Amano

    1   Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Japan
  • Tomoko Kawasaki-Takasuka

    2   Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology Faculty of Engineering Graduate School of Engineering, Koganei, Japan (Ringgold ID: RIN98293)
    2   Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology Faculty of Engineering Graduate School of Engineering, Koganei, Japan (Ringgold ID: RIN98293)
  • Keiji Mori

    1   Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Japan

Although the 1,3-hydroxy migration reaction of arylvinyl carbinols is a valuable molecular transformation, examples of Lewis acid-catalyzed reactions remain quite limited. We found that the target Lewis acid-catalyzed reaction proceeded smoothly when acetone was used as the reaction medium. This catalytic system was applicable to arylvinyl carbinols having electron-deficient aromatic rings, a little-studied and challenging topic in 1,3-hydroxy migration chemistry.



Publication History

Received: 26 August 2025

Accepted after revision: 06 November 2025

Accepted Manuscript online:
06 November 2025

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