Jump to main content
Jump to site search


An efficient method for retro-Claisen-type C–C bond cleavage of diketones with tropylium catalyst

Author affiliations

Abstract

The retro-Claisen reaction is frequently used in organic synthesis to access ester derivatives from 1,3-dicarbonyl precursors. The C–C bond cleavage in this reaction is usually promoted by a number of transition-metal Lewis acid catalysts or organic Brønsted acids/bases. Herein we report a new convenient and efficient method utilizing the tropylium ion as a mild and environmentally friendly organocatalyst to mediate retro-Claisen-type reactions. Using this method, a range of synthetically valuable substances can be accessed via solvolysis of 1,3-dicarbonyl compounds.

Graphical abstract: An efficient method for retro-Claisen-type C–C bond cleavage of diketones with tropylium catalyst

Back to tab navigation

Supplementary files

Publication details

The article was received on 10 Sep 2018, accepted on 19 Oct 2018 and first published on 19 Oct 2018


Article type: Communication
DOI: 10.1039/C8CC07329E
Citation: Chem. Commun., 2018, Advance Article
  •   Request permissions

    An efficient method for retro-Claisen-type C–C bond cleavage of diketones with tropylium catalyst

    M. A. Hussein, V. T. Huynh, R. Hommelsheim, R. M. Koenigs and T. V. Nguyen, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8CC07329E

Search articles by author

Spotlight

Advertisements