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Synlett 1997; 1997(8): 944-946
DOI: 10.1055/s-1997-935
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Palladium-Catalyzed Synthesis of Stereodefined 4-Arylidene-3 Tosyloxazolidin-2-ones from 2-Propynyl Tosylcarbamates and Unsaturated Halides (or Triflate)

Didier Bouyssi, Marcello Cavicchioli, Geneviève Balme*
  • *Laboratoire de chimie organique I, associé au CNS, Université Claude Bernard, CPE, 43 Bd du 11 Novembre 1918, 69622 Villeurbanne, France, Fax: (0)4.72.43.12.14, E-mail: balme@univ-lyon1.fr
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Publication Date:
31 December 2000 (online)

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2-propynyl tosylcarbamates undergo cyclisation-coupling reactions with aryl iodides (and one alkenyl triflate) in the presence of base and of catalytic amounts of a palladium(0)-phosphine complex to form (E)-4-arylidene or 4-alkylidene-3-tosyloxazolidin-2-ones in a regio- and stereoselective manner.

palladium-mediated exo-dig aminocyclisation - (E)-arylidene oxazolidinones