Skip to main content
SpringerLink
Log in
Book cover

Novel Trends in Electroorganic Synthesis pp 391–394Cite as

Nickel-catalyzed Electrochemical Reductive Cleavage of the Oxygen-Carbon Bond of Allyl Ethers: Synthetic Applications

  • Conference paper

Abstract

Allyl aryl ethers can be selectively and catalytically cleaved to the corresponding phenols by electrogenerated Ni°-bipyridine species. The reaction constitutes a new method of alcohol deprotection. The intramolecular allyl transfer of allyl aryl ethers possessing a carbonyl function takes place regioselectively.

This is a preview of subscription content, log in via an institution.

Chapter
USD   29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Learn about institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. S. Ozaki,l. Horiguchi, H. Matsushita, and H. Ohmori, Tetrahedron Lett., 1994, 35, 725.

    Article  CAS  Google Scholar 

  2. S. Olivero, J. C. Clinet, and E. Dunach, Tetrahedron Lett., 1995, 36, 4429.

    Article  CAS  Google Scholar 

  3. J. C. Clinet, and E. Dunach, J. Organomet. Chem., 1995, 503, C48.

    Article  CAS  Google Scholar 

  4. S. Olivero, and E. Dunach, SYNLETT, 1994, 531.

    Google Scholar 

  5. S. Olivero, and E. Dunach, J. Chem. Soc., Chem. Commun., 1995, 2497.

    Google Scholar 

  6. S. Torii, K. Uneyama, and H. Matsuda, Tetrahedron Leu., 1994, 25, 6017

    Google Scholar 

  7. S. Durandetti, S. Sibille, and J. Périchon,. 1. Org. Chem., 1989, 54, 2198

    Google Scholar 

  8. M. Tokuda, S. Satoh, and H. Suginome, Error! Hyperlink reference not valid. Chem., 1989, 54, 5608.

    CAS  Google Scholar 

  9. D. Franco, S. Olivero, and E. Dunach, Electrochimica Acta, 1997, 42, 2159.

    Google Scholar 

  10. L. Gamier, Y. Rollin, and J. Périchon, New J. Chem., 1989, 13, 53

    Google Scholar 

  11. S. Daniele, P. Ugo, G. Bontempelli, and M. Fiorani, J. Electroanal. Chem. Interfacial Electrochem., 1987, 219, 259

    Article  CAS  Google Scholar 

  12. A. Misono, Y. Uchida, T. Yamagishi, and H. Kageyama, Bull Chem. Soc. Jpn., 1972, 45, 1438.

    Article  CAS  Google Scholar 

  13. J. Chaussard, J.C. Folest, J.Y. Nédélec, J. Périchon, S. Sibille, and M. Troupel, Synthesis, 1990, 5, 369

    Article  Google Scholar 

  14. S. Dérien, E. Dunach, and J. Périchon, J. Am. Chem. Soc., 1991, 113, 8447.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Laboratoire de Chimie Moléculaire, CNRS, Université de Nice-Sophia Antipolis, Parc Valrose, 06108, Nice Cedex 2, France

    Delphine Franco, Sandra Olivero, Jean-Paul Rolland & Elisabet Dunach

Authors
  1. Delphine Franco
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Sandra Olivero
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Jean-Paul Rolland
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Elisabet Dunach
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. Department of Applied Chemistry, Faculty of Engineering, Okayama University, 3-1-1 Tsushima-naka, 700-8530, Okayama, Japan

    Sigeru Torii

Rights and permissions

Reprints and permissions

Copyright information

© 1998 Springer Japan

About this paper

Cite this paper

Franco, D., Olivero, S., Rolland, JP., Dunach, E. (1998). Nickel-catalyzed Electrochemical Reductive Cleavage of the Oxygen-Carbon Bond of Allyl Ethers: Synthetic Applications. In: Torii, S. (eds) Novel Trends in Electroorganic Synthesis. Springer, Tokyo. https://doi.org/10.1007/978-4-431-65924-2_118

Download citation

  • DOI: https://doi.org/10.1007/978-4-431-65924-2_118

  • Publisher Name: Springer, Tokyo

  • Print ISBN: 978-4-431-65926-6

  • Online ISBN: 978-4-431-65924-2

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation