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A Consideration on Mechanism of Tin-Mediated Eleciro-Allylation of Carbonyl Compounds

  • Anny Jutand
  • Hiroyuki Kawafuchi
  • Christian Amatore
  • Manabu Kuroboshi
  • Sigeru Torii
Conference paper

Abstract

Allylation of aldehydes and ketones with electrogenerated allyltin reagents proceeds in a MeOH/AcOH(4/1)-(Pt) system to give the corresponding homoallyl alcohol in 72–91% yields. Mechanistic assumption on tin-mediated electroallylation of carbonyl compounds is proposed by use of chemical, electrochemical, and spectroscopic methods.

Keywords

Cyclic Voltammetry Reduction Potential Reduction Peak Carbonyl Compound Spectroscopic Method 
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Reference

  1. 1).
    K. Uneyama, H. Matsuda and S. Torii, Tetrahedron Lett, 25, 6017 (1984).CrossRefGoogle Scholar

Copyright information

© Springer Japan 1998

Authors and Affiliations

  • Anny Jutand
    • 1
  • Hiroyuki Kawafuchi
    • 2
  • Christian Amatore
    • 1
  • Manabu Kuroboshi
    • 3
  • Sigeru Torii
    • 3
  1. 1.Department de ChimieURA CNRS 1679, Ecole Normal SuperieureParis Cedex 05France
  2. 2.Department of Industrial ChemistryToyama National College of TechnologyHongo 13, Toyama 939Japan
  3. 3.Department of Applied Chemistry, Faculty of EngineeringOkayama UniversityOkayama 700Japan

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