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Synlett 1993; 1993(10): 739-740
DOI: 10.1055/s-1993-22590
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Diastereoselective Synthesis of Medium-Sized Lactones by Cu(bpy)CI Catalyzed Cyclization of Trichloroacetates

Frank O. H. Pirrung* , Henk Hiemstra, Bernard Kaptein, M. Elena Martinez Sobrino, Danielle G.I. Petra, Hans E. Schoemaker, W. Nico Speckampa
  • *Laboratory of Organic Chemistry, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, The Netherlands
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Publication Date:
19 March 2002 (online)

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Six alkenyl trichloroacetates were heated in 1,2-dichloroethane as solvent in the presence of 30% of the Cu(I)C1/2,2′-bipyridine complex as catalyst at temperatures between reflux and 190 °C (sealed tube) to effect cyclization via a chlorine transfer process providing 8- and 9-membered lactones in moderate to good yields.