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Synlett 1995; 1995(10): 1025-1026
DOI: 10.1055/s-1995-5171
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One-Pot Procedure for the Synthesis of N-Fumaroyl-2-Oxazolidinones

Joop Knol, Ben L. Feringa*
  • *Department of Organic and Molecular Inorganic Chemistry, Groningen Centre for Catalysis and Synthesis, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands
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Publication Date:
31 December 2000 (online)

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Reaction of maleic anhydride with 2-oxazolidinone in the presence of triethylamine yields mono functionalized maleic acid, which is transformed into functionalized N-fumaroyl-2-oxazolidinones in 45-56% overall yields by treatment with oxalyl chloride and subsequent reaction with nucleophiles.

N-fumaroyl-2-oxazolidinones - chiral Lewis acids - intramolecular Diels Alder reaction

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