Jump to main content
Jump to site search

Issue 6, 2013
Previous Article Next Article

Carbocyclization of unsaturated thioesters under palladium catalysis

Author affiliations

Abstract

An intramolecular thioesterolefin cross-coupling reaction for the preparation of cyclic ketone structures from unsaturated thioesters is described. This method capitalizes on the unique reactivity of thioesters with low-valent palladium catalysts and copper(I) salts to form acyl-metal species. Trapping of such intermediates with alkene functional groups generates the corresponding exo-methylene cycloalkanone products. Unsaturated thioester substrates, which can be accessed using a suite of modern synthetic methods, can now be regarded as precursors to complex carbocyclic derivatives.

Graphical abstract: Carbocyclization of unsaturated thioesters under palladium catalysis

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 20 Feb 2013, accepted on 09 Apr 2013 and first published on 24 Apr 2013


Article type: Edge Article
DOI: 10.1039/C3SC50486G
Citation: Chem. Sci., 2013,4, 2686-2689
  •   Request permissions

    Carbocyclization of unsaturated thioesters under palladium catalysis

    A. P. Thottumkara, T. Kurokawa and J. Du Bois, Chem. Sci., 2013, 4, 2686
    DOI: 10.1039/C3SC50486G

Search articles by author