Jump to main content
Jump to site search

Issue 6, 2017
Previous Article Next Article

Cooperative Lewis acid–onium salt catalysis as tool for the desymmetrization of meso-epoxides

Author affiliations

Abstract

Epoxide desymmetrizations by bromide are very rare despite the large synthetic potential of chiral bromohydrins. Herein we present a new concept for epoxide desymmetrizations in which a bifunctional Lewis acid/ammonium salt catalyst allows for efficient enantioselective epoxide ring openings by Br. With acetylbromide as a Br source bromohydrin esters are formed.

Graphical abstract: Cooperative Lewis acid–onium salt catalysis as tool for the desymmetrization of meso-epoxides

Back to tab navigation

Supplementary files

Publication details

The article was received on 08 Dec 2016, accepted on 23 Dec 2016 and first published on 23 Dec 2016


Article type: Communication
DOI: 10.1039/C6CC09774J
Citation: Chem. Commun., 2017,53, 1156-1159
  • Open access: Creative Commons BY license
  •   Request permissions

    Cooperative Lewis acid–onium salt catalysis as tool for the desymmetrization of meso-epoxides

    F. Broghammer, D. Brodbeck, T. Junge and R. Peters, Chem. Commun., 2017, 53, 1156
    DOI: 10.1039/C6CC09774J

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements