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

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

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

This work was partially supported by a Grant-in-Aid for Scientific Research from the Japan Society for the Promotion of Science.


Graphical Abstract

Abstract

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

Article published online:
26 November 2025

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