Synlett 1992; 1992(1): 83-84
DOI: 10.1055/s-1992-21275
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Synthesis of Lignan Natural Products (±)Dehydroxycubebin and (±)Burseran by Intermolecular Nitrile Oxide Cycloaddition1

Mukund P. Sibi* , Janet A. Gaboury
  • *Department of Chemistry, North Dakota State University, Fargo, North Dakota 58105, USA
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Publication History

Publication Date:
18 September 2002 (online)

The synthesis of lignan natural products dehydroxycubebin 1a and burseran 1b by a nitrile oxide cycloaddition of 3,4-methylenedioxybenzonitrile oxide, generated in situ, to 2,5-dihydrofuran followed by reductive cleavage, tosylation and nucleophilic displacement of a secondary tosylate is described.