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  • Title: Propargyl alcohols as β-oxocarbenoid precursors for the ruthenium-catalyzed cyclopropanation of unactivated olefins by redox isomerization.
    Author: Trost BM, Breder A, O'Keefe BM, Rao M, Franz AW.
    Journal: J Am Chem Soc; 2011 Apr 06; 133(13):4766-9. PubMed ID: 21401098.
    Abstract:
    An atom-economical method for the direct synthesis of [3.1.0]- and [4.1.0]-bicyclic frameworks via Ru-catalyzed redox bicycloisomerization of enynols is reported. The presented results highlight the unique reactivity profile of propargyl alcohols, which function as β-oxocarbene precursors, in the presence of a ruthenium(II) complex. Furthermore, a rare case of a formal vinylic C-H insertion reaction is described.
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